Dimethylformamide → HCID 86750296, compound

HRID 1449830Notes

Reaction equation

HRID 1449830 reaction equation
CN(C)[CH:3]=[O:4].Br[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14](=[O:24])[CH2:15][CH:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:17].[NH2:25][CH2:26][CH:27]([C:29]1[CH:34]=[C:33]([Cl:35])[C:32]([NH2:36])=[C:31]([Cl:37])[CH:30]=1)[OH:28]>C(OCC)(=O)C.CO.C(N(CC)CC)C>[NH2:36][C:32]1[C:31]([Cl:37])=[CH:30][C:29]([CH:27]([OH:28])[CH2:26][NH:25][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14](=[O:24])[CH2:15][CH:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH3:17])=[CH:34][C:33]=1[Cl:35].[C:3]([O-:4])(=[O:28])/[CH:16]=[CH:15]\[C:14]([O-:13])=[O:24]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 217242Benzenemethanol, 4-amino-alpha-(aminomethyl)-3,5-dichloro-HCID 53838732HCID 53838732, compound

Product 1

HCID 86750296HCID 86750296, 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-phenylbutanoate and 2-amino-1-(4-amino-3,5-dichlorophenyl)ethanol. Working up by means of chromatography (ethyl acetate/methanol/triethylamine 20:2:1). Recrystallized as the maleate from ethyl acetate. Melting point: 51°-59° C.

Workup

  1. customRecrystallized as the maleate from ethyl acetate

Sources & evidence

ORD record
ord-6c70a0c425234736a94ecea23278e217
Source dataset
uspto-grants-1997_02
Patent number
US05599966

Reaction notes

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