Dimethylformamide → HCID 131719824, compound

HRID 1449828Notes

Reaction equation

HRID 1449828 reaction equation
CN(C)[CH:3]=[O:4].[F:6][C:7]1[CH:8]=[C:9]([CH2:13][C:14]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]Br)=[O:15])[CH:10]=[CH:11][CH:12]=1.[NH2:24][CH2:25][CH:26]([C:28]1[CH:33]=[C:32]([Cl:34])[C:31]([NH2:35])=[C:30]([Cl:36])[CH:29]=1)[OH:27]>C(OCC)(=O)C.CO.C(N(CC)CC)C>[NH2:35][C:31]1[C:30]([Cl:36])=[CH:29][C:28]([CH:26]([OH:27])[CH2:25][NH:24][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][O:16][C:14](=[O:15])[CH2:13][C:9]2[CH:10]=[CH:11][CH:12]=[C:7]([F:6])[CH:8]=2)=[CH:33][C:32]=1[Cl:34].[C:3]([O-:4])(=[O:27])[C:14]([O-:16])=[O:15]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 217242Benzenemethanol, 4-amino-alpha-(aminomethyl)-3,5-dichloro-HCID 53657044HCID 53657044, compound

Product 1

HCID 131719824HCID 131719824, compound

Reagents, catalysts & solvents 1

HCID 21980445Ethyl acetate methanol triethylamineSolvent

Procedure

According to method I (dimethylformamide, 3 hours at 90° C.) from (6-bromo-1-hexyl) 3-fluorophenylacetate and 2-amino-1-(4-amino-3,5-dichlorophenyl)ethanol. Working up by means of chromatography (ethyl acetate/methanol/triethylamine 16:2:1). Recrystallized as the oxalate from acetone. Melting point: 70°-71° C.

Workup

  1. customRecrystallized as the oxalate from acetone

Sources & evidence

ORD record
ord-b28f6d84706240e3ab6405947da80dbd
Source dataset
uspto-grants-1997_02
Patent number
US05599966

Reaction notes

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