Methyl 2-[4-(2-aminopropyl)phenoxy]acetate → N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(2-trifluoromethyl-5-methyl-thiazol-4-yl) ethanamine

HRID 477113Notes

Reaction equation

HRID 477113 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[S:4][C:5]([CH3:12])=[C:6]([C:8](=[O:11])[CH2:9]Br)[N:7]=1.[C:15]([CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][CH:28]([NH2:30])[CH3:29])=[CH:23][CH:22]=1)([O:17][CH3:18])=[O:16]>>[C:15]([CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][CH:28]([NH:30][CH2:9][CH:8]([OH:11])[C:6]2[N:7]=[C:3]([C:2]([F:14])([F:13])[F:1])[S:4][C:5]=2[CH3:12])[CH3:29])=[CH:23][CH:22]=1)([O:17][CH3:18])=[O:16]

Participants

3

Reactant 2

HCID 14372867Methyl 2-[4-(2-aminopropyl)phenoxy]acetateHCID 199742062-Trifluoromethyl-5-methyl-4-bromoacetyl-thiazole

Product 1

HCID 19380207N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(2-trifluoromethyl-5-methyl-thiazol-4-yl) ethanamine

Procedure

Prepared analogously to Example 3 by reaction of 2-trifluoromethyl-5-methyl-4-bromoacetyl-thiazole with 2-(4-carbomethoxymethoxyphenyl)-1-methylethylamine followed by reduction. The compound is purified on a silica gel column using ethyl acetate/methanol=9/1 as eluant.

Workup

  1. customThe compound is purified on a silica gel column

Sources & evidence

ORD record
ord-f4b3611b921542f9a42566269403c90b
Source dataset
uspto-grants-1989_12
Patent number
US04886814

Reaction notes

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