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CAS 100-39-0
1-(Bromomethyl)benzene(bromomethyl)benzene
Codes: Enalapril-070, DONE-013, OLOD-002, Tilidine Hydrochloride-001, MITI-002, Atosiban-047
Application context (from source-drug indications)
Cardiac and vascular disordersAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHypertensionAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHyperlipidaemiaAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHeart diseaseAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilAlzheimer's diseaseMemantine Hydrochloride/Donepezil HydrochlorideChronic obstructive pulmonary diseaseOlodaterol HydrochlorideChronic bronchitisOlodaterol HydrochlorideEmphysemaOlodaterol HydrochlorideDry eye diseaseOlodaterol HydrochlorideAsthmaOlodaterol HydrochlorideLiver diseaseOlodaterol HydrochloridePainTilidine HydrochlorideEssential hypertensionEnalapril Maleate/Folic AcidHeart failureEnalapril MaleateHypertensionEnalapril MaleateMyocardial infarctionEnalapril MaleateAngina pectorisEnalapril MaleateLeft ventricular dysfunctionEnalapril MaleateSolid tumourEnalapril MaleateLewy body dementiaDonepezil HydrochlorideAlzheimer's diseaseDonepezil HydrochlorideDementiaDonepezil HydrochlorideMemory impairmentDonepezil HydrochlorideMild cognitive impairmentDonepezil HydrochlorideOsteoporosisDonepezil HydrochlorideType 2 diabetesMitiglinideDiabetesMitiglinide产科分娩（早产）Atosiban acetate早产（孕37周前）Atosiban acetateEndometriosisAtosiban acetate
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril | Tier C — Watch / trade | - |
| Memantine Hydrochloride/Donepezil Hydrochloride | Tier C — Watch / trade | - |
| Olodaterol Hydrochloride | Tier C — Watch / trade | - |
| Tilidine Hydrochloride | Tier C — Watch / trade | - |
| Enalapril Maleate/Folic Acid | Tier C — Watch / trade | - |
| Enalapril Maleate | Tier C — Watch / trade | - |
| Donepezil Hydrochloride | Tier B — Position early | - |
| Mitiglinide | Tier C — Watch / trade | - |
| Atosiban acetate | Tier C — Watch / trade | - |
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.
Atorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilOptimised routesteps: 5total yield: 3.9g(Enalapril-073)
5,6-dimethoxy-2,3-dihydro-1H-inden-1-one→isonicotinaldehyde→(bromomethyl)benzene→1-benzyl-4-formylpyridin-1-ium bromide→(E)-1-benzyl-4-((5,6-dimethoxy-1-oxo-1H-inden-2(3H)-ylidene)methyl)pyridin-1-ium bromide→(E)-2-((1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)methylene)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one
1-(2,5-dihydroxyphenyl)ethanone→(bromomethyl)benzene→1-(5-(benzyloxy)-2-hydroxyphenyl)ethanone→1-(5-(benzyloxy)-2-hydroxy-3-nitrophenyl)ethanone→1-(3-amino-5-(benzyloxy)-2-hydroxyphenyl)ethanone→2-chloroacetyl chloride→8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one→6-(benzyloxy)-8-(2-ethoxy-2-hydroxyacetyl)-2H-benzo[b][1,4]oxazin-3(4H)-one→1-(4-methoxyphenyl)-2-methylpropan-2-amine→6-(benzyloxy)-8-(1-hydroxy-2-((1-(4-methoxyphenyl)-2-methylpropan-2-yl)amino)ethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one hydrochloride→6-hydroxy-8-(1-hydroxy-2-((1-(4-methoxyphenyl)-2-methylpropan-2-yl)amino)ethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one hydrochloride
1-(2,5-dihydroxyphenyl)ethanone→(bromomethyl)benzene→1-(5-(benzyloxy)-2-hydroxyphenyl)ethanone→1-(5-(benzyloxy)-2-hydroxy-3-nitrophenyl)ethanone→1-(3-amino-5-(benzyloxy)-2-hydroxyphenyl)ethanone→2-chloroacetyl chloride→8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one→1-(4-methoxyphenyl)-2-methylpropan-2-amine→6-(benzyloxy)-8-(1-hydroxy-2-((1-(4-methoxyphenyl)-2-methylpropan-2-yl)amino)ethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one hydrochloride→(R)-6-(benzyloxy)-8-(oxiran-2-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one→6-(benzyloxy)-8-(2-bromoacetyl)-2H-benzo[b][1,4]oxazin-3(4H)-one→(R)-6-(benzyloxy)-8-(2-bromo-1-hydroxyethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one
1-(Bromomethyl)benzene→1,3-Diethyl propanedioate→Ethyl 2-phenylacetate→Ethyl 2-phenylprop-2-enoate→2,2,2-Trichloroethyl (1E)-buta-1,3-dien-1-ylcarbamate→2,2,2-Trichloroethyl trans-6-(ethoxycarbonyl)-6-phenyl-2-cyclohexen-1-carbamate→(1R*,6S*)-6-Amino-1-phenyl-3-cyclohexene-1-carboxylic acid ethyl ester→Ethyl trans-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
5,6-dimethoxy-2,3-dihydro-1H-inden-1-one→isonicotinaldehyde→(bromomethyl)benzene→1-benzyl-4-formylpyridin-1-ium bromide→(E)-1-benzyl-4-((5,6-dimethoxy-1-oxo-1H-inden-2(3H)-ylidene)methyl)pyridin-1-ium bromide→(E)-2-((1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)methylene)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one
1-(Bromomethyl)benzene→3-Sulfanylpropanoic acid→Methyl N-[3-(benzylsulfanyl)propanoyl]-D-tyrosinate→3-(Benzylsulfanyl)propanoic acid→3-(Benzylsulfanyl)propanoyl chloride→Methyl D-tyrosinate→2(R)-Amino-3-(4-hydroxyphenyl)propionic acid→1-Iodoethane→Methyl N-[3-(benzylsulfanyl)propanoyl]-O-ethyl-D-tyrosinate→3-(Benzylsulfanyl)-N-[(2R)-3-(4-ethoxyphenyl)-1-hydrazino-1-oxopropan-2-yl]propanamide
Intermediates available on this site
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