Dimethylformamide → HCID 178507833, compound

HRID 1449823Notes

Reaction equation

HRID 1449823 reaction equation
CN(C)[CH:3]=[O:4].[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].Br[CH2:20][C@H:21]1[CH2:26][CH2:25][C@H:24]([CH2:27][O:28][C:29](=[O:39])[CH2:30][CH2:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:23][CH2:22]1>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][CH2:20][C@H:21]2[CH2:26][CH2:25][C@H:24]([CH2:27][O:28][C:29](=[O:39])[CH2:30][CH2:31][CH2:32][C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH2:23][CH2:22]2)=[CH:15][C:14]=1[Cl:16].[C:3]([O-:4])(=[O:9])/[CH:31]=[CH:30]\[C:29]([O-:28])=[O:39]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 217242Benzenemethanol, 4-amino-alpha-(aminomethyl)-3,5-dichloro-HCID 178520548HCID 178520548, compound

Product 1

HCID 178507833HCID 178507833, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

According to method I (dimethylformamide, 2 hours at 90° C.) from 2-amino-1-(4-amino-3,5-dichlorophenyl)ethanol and {4-(bromomethyl)[trans]cyclohexylmethyl}(4-phenyl)butanoate. Working up by means of chromatography (ethyl acetate/petroleum ether 60-80/triethylamine 4:2:1). Recrystallized as the maleate from ethyl acetate. Melting point: 155°-157° C.

Workup

  1. customRecrystallized as the maleate from ethyl acetate

Sources & evidence

ORD record
ord-d69b24b3b76640468ddc5d971c3f437e
Source dataset
uspto-grants-1997_02
Patent number
US05599966

Reaction notes

Loading…