2-Bromo-3'-chloroacetophenone → HCID 14372863, compound

HRID 2210398Notes

Reaction equation

HRID 2210398 reaction equation
[C:1]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([NH:16][CH2:17][CH:18]([OH:28])[C:19]2[N:20]=[C:21]([C:24]([F:27])([F:26])[F:25])[S:22][CH:23]=2)[CH3:15])=[CH:9][CH:8]=1)([O:3][CH3:4])=[O:2].[Cl:29][C:30]1[CH:31]=[C:32]([CH:37]=[CH:38][CH:39]=1)[C:33](=[O:36])[CH2:34]Br.C(=O)([O-])O.[K+]>CC(C)=O>[C:1]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([N:16]2[CH2:17][CH:18]([C:19]3[N:20]=[C:21]([C:24]([F:26])([F:27])[F:25])[S:22][CH:23]=3)[O:28][C:33]([OH:36])([C:32]3[CH:37]=[CH:38][CH:39]=[C:30]([Cl:29])[CH:31]=3)[CH2:34]2)[CH3:15])=[CH:9][CH:8]=1)([O:3][CH3:4])=[O:2]

Participants

5

Reactant 3

HCID 387382-Bromo-3'-chloroacetophenoneHCID 516893Potassium BicarbonateHCID 14347763N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(2-trifluoromethyl-thiazol-4-yl)ethanamine

Product 1

HCID 14372863HCID 14372863, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

from N-[2-(4-carbomethoxymethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(2-trifluoromethyl-thiazol-4-yl)ethanamine (pair of diastereomers A) with 3-chloro-phenacyl bromide and potassium hydrogen carbonate in acetone.

Sources & evidence

ORD record
ord-bee77048e54043c78718d3021a8dd22c
Source dataset
uspto-grants-1995_10
Patent number
US05457205

Reaction notes

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