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CAS 1022150-11-3
(R)-tert-butyl 3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate(3R)-3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester
Codes: IBRT-007, (V)461018-2-a, (IX)461018-10-a, (VII)461018-12-a, (III)461018-19-a
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
4,6-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
tert-Butyl (3R)-3-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate→1-Bromo-4-phenoxybenzene→(3R)-3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester
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