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CAS 330786-24-8
3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Codes: IBRT-005, (III)461018-2-a, (IX)461018-4-a, (VIII)461018-6-a, (VI)461018-7-a, (VI)461018-9-a, (VII)461018-10-a, (VI)461018-12-a, (III)461018-14-a, (VIIa)461018-15-a, (III)461018-17-a, (VI)461018-20-a +4 more
Application context (from source-drug indications)
Waldenström macroglobulinaemiaIbrutinibChronic lymphocytic leukaemiaIbrutinibMantle cell lymphomaIbrutinibGraft-versus-host diseaseIbrutinib
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Ibrutinib | Tier A — Act now | 2027 |
Position in synthesis routes (up/downstream chain)
Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.
4-phenoxybenzoic acid→2-(hydroxy(4-phenoxyphenyl)methylene)malononitrile→2-(methoxy(4-phenoxyphenyl)methylene)malononitrile→5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile→3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→(S)-tert-butyl 3-hydroxypiperidine-1-carboxylate→(R)-tert-butyl 3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate→acryloyl chloride→1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→tert-butyl 4-(((6-amino-5-chloropyrimidin-4-yl)amino)methyl)piperidine-1-carboxylate
3-Bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→(4-Phenoxyphenyl)boranediol→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→N-Boc-3(S)-Hydroxypiperidine→2-Propenoyl chloride→(3R)-3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester→Perfluoroacetyl chloride→tert-Butyl (3R)-3-[3-(4-phenoxyphenyl)-4-[(trifluoroacetyl)amino]-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate→2,2,2-Trifluoro-N-[3-(4-phenoxyphenyl)-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-yl]acetamide→N-[1-[(3R)-1-Acryloylpiperidin-3-yl]-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]-2,2,2-trifluoroacetamide
4-(Phenyloxy)benzoic acid→Carbonochloridic acid ethyl ester→Ethyl 4-phenoxybenzoyl carbonate→1,1-Dicyanomethane→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→(4-Phenoxybenzoyl)malononitrile→[Chloro(4-phenoxyphenyl)methylene]malononitrile→3-Amino-4-cyano-5-(4-phenoxyphenyl)pyrazole→Formamidine acetate→3-Chloro-1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-Bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→4-Amino-1H-pyrazolo[3,4-d]pyrimidin-3-ylmethanesulfonate
(3S)-1-(tert-Butoxycarbonyl)-3-hydroxypiperidine→(S)-1-tert-Butoxycarbonyl-3-(p-toluenesulfonyloxymethyl)piperidine→tert-Butyl (3S)-3-[[tert-butyl(dimethyl)silyl]oxy]piperidine-1-carboxylate→(3S)-Piperidin-3-yl 4-methylbenzenesulfonate→(3S)-3-[[tert-Butyl(dimethyl)silyl]oxy]piperidine→2-Propenoyl chloride→2-Propenoic acid→(3S)-1-Acryloylpiperidin-3-yl 4-methylbenzenesulfonate→1-[(3S)-3-[[tert-Butyl(dimethyl)silyl]oxy]piperidin-1-yl]prop-2-en-1-one→(3S)-1-Acryloylpiperidin-3-yl 4-nitrobenzenesulfonate→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
1-Bromo-4-phenoxybenzene→1,1'-Oxydibenzene→4,6-Dichloropyrimidine-5-carbaldehyde→(4,6-Dichloropyrimidin-5-yl)(4-phenoxyphenyl)methanol→(4,6-Dichloropyrimidin-5-yl)(4-phenoxyphenyl)methanone→4-Chloro-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidine→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Pyrimidine-4-carbonitrile→6-Chloropyrimidine-4-carbonitrile→(tert-Butoxycarbonyl)hydrazine→6-Hydrazinylpyrimidine-4-carbonitrile hydrogen chloride→(Chloromethyl)acetyl chloride→3-Bromopropanoyl chloride→3-Bromopropanoyl bromide→4-Phenoxybenzaldehyde→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→N-Boc-3(S)-chloropiperidine→(R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→1-[(3R)-3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]-3-chloropropan-1-one→1-[(3R)-3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]-3-bromopropan-1-one
4,6-Dihydroxypyrimidine→4,6-Dichloropyrimidine-5-carbaldehyde→1-Bromo-4-phenoxybenzene→(4,6-Dichloropyrimidin-5-yl)(4-phenoxyphenyl)methanol→(3R)-3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester→(4,6-Dichloropyrimidin-5-yl)(4-phenoxyphenyl)methanone→(4-Amino-6-chloropyrimidin-5-yl)(4-phenoxyphenyl)methanone→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→N-Boc-3(S)-chloropiperidine→(R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-(4-Phenoxyphenyl)-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine hydrogen chloride→2-Propenoyl chloride→(Chloromethyl)acetyl chloride
(3S)-1-(tert-Butoxycarbonyl)-3-hydroxypiperidine→(S)-1-tert-Butoxycarbonyl-3-(p-toluenesulfonyloxymethyl)piperidine→3-Bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→tert-Butyl (3R)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate→tert-Butyl (3R)-3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate→3-Bromo-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-Iodo-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→(3R)-3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester→(R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
1H-Pyrazolo[3,4-d]pyrimidin-4-amine→3-Bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine→1-Iodo-4-phenoxybenzene→(4-Phenoxyphenyl)boranediol→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→1-[(3S)-3-Hydroxypiperidin-1-yl]prop-2-en-1-one→(3S)-Piperidin-3-ol--hydrogen chloride (1→2-Propenoic acid
4,6-Dichloropyrimidine-5-carboxylic acid→4,6-Dichloropyrimidine-5-carbonyl chloride→1,1'-Oxydibenzene→(4,6-Dichloropyrimidin-5-yl)(4-phenoxyphenyl)methanone→(4-Amino-6-chloropyrimidin-5-yl)(4-phenoxyphenyl)methanone→Diamine→Cyclohexylhydrazine hydrogen chloride→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→1-Cyclohexyl-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
(3S)-Piperidin-3-ol--hydrogen chloride (1→2,2,2-Trifluoro-1-[(3S)-3-hydroxypiperidin-1-yl]ethan-1-one→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→1-[(3R)-3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]-2,2,2-trifluoroethan-1-one→2,2,2-Trifluoro-1-[(3R)-3-[3-(4-phenoxyphenyl)-4-[(triphenyl-lambda5-phosphanylidene)amino]-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]ethan-1-one→(R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→2-Propenoyl chloride
(3S)-1-(tert-Butoxycarbonyl)-3-hydroxypiperidine→(3S)-Piperidin-3-ol--hydrogen chloride (1→(3S)-1-Benzylpiperidin-3-ol→(3S)-1-Benzylpiperidin-3-yl methanesulfonate→2-Propenoic acid→(3S)-Piperidin-3-yl methanesulfonate→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→1-[(3R)-1-Benzylpiperidin-3-yl]-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→(R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→2-Propenoyl chloride→1-[(3S)-3-Hydroxypiperidin-1-yl]prop-2-en-1-one→(3S)-1-(Prop-2-enoyl)piperidin-3-yl methanesulfonate
(3S)-1-(tert-Butoxycarbonyl)-3-hydroxypiperidine→(3S)-1-(3,3-Dimethylbutanoyl)piperidin-3-yl 4-methylbenzene-1-sulfonate→(3S)-Piperidin-3-yl 4-methylbenzenesulfonate→2-Propenoyl chloride→(4-Phenoxyphenyl)boranediol→(3S)-1-Acryloylpiperidin-3-yl 4-methylbenzenesulfonate→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→1H-Pyrazolo[3,4-d]pyrimidin-4-amine→3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine
4-Phenoxybenzaldehyde→1,1-Dicyanomethane→[(4-Phenoxyphenyl)methylidene]propanedinitrile→Hydrazine hydrate→4-Methylbenzenesulfonhydrazide→5-Amino-3-(4-phenoxyphenyl)-2,3-dihydro-1H-pyrazole-4-carbonitrile→3-(4-Phenoxyphenyl)-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→3-Amino-4-cyano-5-(4-phenoxyphenyl)pyrazole→4-Methyl-N'-[(4-phenoxyphenyl)methyl]benzene-1-sulfonohydrazide→Amide c1
(3S)-1-(tert-Butoxycarbonyl)-3-hydroxypiperidine→(S)-1-tert-Butoxycarbonyl-3-(p-toluenesulfonyloxymethyl)piperidine→(3S)-Piperidin-3-yl 4-methylbenzenesulfonate→(Chloromethyl)acetyl chloride→(3S)-1-(3-Chloropropanoyl)piperidin-3-yl 4-methylbenzene-1-sulfonate→3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→1-[(3R)-3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]-3-chloropropan-1-one
3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine→Di-tert-butyl [3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]-2-imidodicarbonate→(3S)-1-Benzylpiperidin-3-ol→Di-tert-butyl [1-[(3R)-1-benzylpiperidin-3-yl]-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]-2-imidodicarbonate→4,5,6,7-Tetrahydro-1H-indole→Di-tert-butyl [3-(4-phenoxyphenyl)-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-yl]-2-imidodicarbonate→2-Propenoyl chloride→Di-tert-butyl [3-(4-phenoxyphenyl)-1-[(3R)-1-(prop-2-enoyl)piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-yl]-2-imidodicarbonate→Di-tert-butyl hydrazine-1,2-dicarboxylate→N'-(4,5,6,7-Tetrahydro-1H-indole-1-carbonyl)-4,5,6,7-tetrahydro-1H-indole-1-carbohydrazide
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