4-Thiazolemethanol, alpha-(aminomethyl)-2-(trifluoromethyl)- → N-[2-(4-(2-Carbomethoxy-1-methylethenyl)phenyl)-1-methylethyl]-2-hydroxy-2-(2-trifluoromethyl-thiazol-4-yl)ethanamine

HRID 477117Notes

Reaction equation

HRID 477117 reaction equation
[OH:1][CH:2]([C:5]1[N:6]=[C:7]([C:10]([F:13])([F:12])[F:11])[S:8][CH:9]=1)[CH2:3][NH2:4].[C:14]([CH:18]=[C:19]([C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28](=O)[CH3:29])=[CH:23][CH:22]=1)[CH3:20])([O:16][CH3:17])=[O:15]>>[C:14]([CH:18]=[C:19]([C:21]1[CH:26]=[CH:25][C:24]([CH2:27][CH:28]([NH:4][CH2:3][CH:2]([OH:1])[C:5]2[N:6]=[C:7]([C:10]([F:13])([F:12])[F:11])[S:8][CH:9]=2)[CH3:29])=[CH:23][CH:22]=1)[CH3:20])([O:16][CH3:17])=[O:15]

Participants

3

Reactant 2

HCID 140762394-Thiazolemethanol, alpha-(aminomethyl)-2-(trifluoromethyl)-HCID 545480031-[4-(2-Carbomethoxy-1-methylethenyl)phenyl]propan-2-one

Product 1

HCID 53895654N-[2-(4-(2-Carbomethoxy-1-methylethenyl)phenyl)-1-methylethyl]-2-hydroxy-2-(2-trifluoromethyl-thiazol-4-yl)ethanamine

Procedure

Prepared analogously to Example 13 by reaction of 2-hydroxy-2-(2-trifluoromethyl-thiazol-4-yl)ethanamine with 1-[4-(2-carbomethoxy-1-methylethenyl)phenyl]-propan-2-one followed by purification of the base on a silica gel column using chloroform/methanol/methanolic ammonia=9.5/0.4/0.1 as eluant.

Workup

  1. customfollowed by purification of the base on a silica gel column

Sources & evidence

ORD record
ord-088f30380c6c431ea37847f6b3696bec
Source dataset
uspto-grants-1989_12
Patent number
US04886814

Reaction notes

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