Dimethylformamide → HCID 86750295, compound

HRID 1449829Notes

Reaction equation

HRID 1449829 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:26])[CH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1.[NH2:27][CH2:28][CH:29]([C:31]1[CH:36]=[C:35]([Cl:37])[C:34]([NH2:38])=[C:33]([Cl:39])[CH:32]=1)[OH:30]>C(OCC)(=O)C.C(N(CC)CC)C>[NH2:38][C:34]1[C:33]([Cl:39])=[CH:32][C:31]([CH:29]([OH:30])[CH2:28][NH:27][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14](=[O:26])[CH2:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[CH:36][C:35]=1[Cl:37].[C:3]([O-:4])(=[O:30])/[CH:16]=[CH:15]\[C:14]([O-:26])=[O:13]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 217242Benzenemethanol, 4-amino-alpha-(aminomethyl)-3,5-dichloro-HCID 23352566HCID 23352566, compound

Product 1

HCID 86750295HCID 86750295, compound

Reagents, catalysts & solvents 1

HCID 22036596Ethyl acetate triethylamineSolvent

Procedure

According to method I (dimethylformamide, 2 hours at 90° C.) from (6-bromo-1-hexyl)4-(4-methoxyphenyl)butanoate and 2-amino-1-(4-amino-3,5-dichlorophenyl)ethanol. Working up by means of chromatography (ethyl acetate/triethylamine 5:1). Recrystallized as the maleate from diethyl ether. Melting point: 66°-67° C.

Workup

  1. customRecrystallized as the maleate from diethyl ether

Sources & evidence

ORD record
ord-239117809f6e47198a8b104810707a2f
Source dataset
uspto-grants-1997_02
Patent number
US05599966

Reaction notes

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