Dimethylformamide → HCID 23352577, compound

HRID 1449824Notes

Reaction equation

HRID 1449824 reaction equation
CN(C)C=O.[NH2:6][CH2:7][CH:8]([C:10]1[CH:15]=[C:14]([Cl:16])[C:13]([NH2:17])=[C:12]([Cl:18])[CH:11]=1)[OH:9].[C:19]1([CH2:29][CH2:30][O:31][C:32](=[O:39])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]Br)[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][CH:20]=1>C(OCC)(=O)C.CO.C(N(CC)CC)C>[NH2:17][C:13]1[C:12]([Cl:18])=[CH:11][C:10]([CH:8]([OH:9])[CH2:7][NH:6][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][C:32]([O:31][CH2:30][CH2:29][C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]=[CH:21][CH:20]=2)=[O:39])=[CH:15][C:14]=1[Cl:16]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 217242Benzenemethanol, 4-amino-alpha-(aminomethyl)-3,5-dichloro-HCID 54348980HCID 54348980, compound

Product 1

HCID 23352577HCID 23352577, compound

Reagents, catalysts & solvents 1

HCID 21980445Ethyl acetate methanol triethylamineSolvent

Procedure

According to method I (dimethylformamide, 2 hours at 90° C.) from 2-amino-1-(4-amino-3,5-dichlorophenyl)ethanol and {2-(1-naphthyl)ethyl}6-bromohexanoate. Working up by means of chromatography (ethyl acetate/methanol/triethylamine 16:2:1). Recrystallized as the free base from ethyl acetate. Melting point: 60°-61° C.

Workup

  1. customRecrystallized as the free base from ethyl acetate

Sources & evidence

ORD record
ord-3674816cbbae4d6c92dfc98bcee8e81a
Source dataset
uspto-grants-1997_02
Patent number
US05599966

Reaction notes

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