Dimethylformamide → HCID 86750293, compound

HRID 1449825Notes

Reaction equation

HRID 1449825 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].[C:19]1([CH2:25][CH2:26][CH2:27][O:28][C:29](=[O:34])[CH2:30][CH2:31][CH2:32]Br)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(OCC)(=O)C.CO.C(N(CC)CC)C>[C:19]1([CH2:25][CH2:26][CH2:27][O:28][C:29](=[O:34])[CH2:30][CH2:31][CH2:32][NH:6][CH2:7][CH:8]([C:10]2[CH:11]=[C:12]([Cl:18])[C:13]([NH2:17])=[C:14]([Cl:16])[CH:15]=2)[OH:9])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[C:3]([O-:4])(=[O:9])/[CH:31]=[CH:30]\[C:29]([O-:28])=[O:34]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 217242Benzenemethanol, 4-amino-alpha-(aminomethyl)-3,5-dichloro-HCID 54423614HCID 54423614, compound

Product 1

HCID 86750293HCID 86750293, 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 (3-phenylpropyl)-4-bromobutanoate. Working up by means of chromatography (ethyl acetate/methanol/triethylamine 20:2:1). Recrystallized as the maleate from acetone. Melting point: 70°-71° C.

Workup

  1. customRecrystallized as the maleate from acetone

Sources & evidence

ORD record
ord-4ca200f9a45945949be329e08eb0b51a
Source dataset
uspto-grants-1997_02
Patent number
US05599966

Reaction notes

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