HCID 10978660, compound → N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(2-trifluoromethyl-thiazol-4-yl)ethanamine

HRID 477103Notes

Reaction equation

HRID 477103 reaction equation
[C:1]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([CH3:16])[NH2:15])=[CH:9][CH:8]=1)([O:3][CH3:4])=[O:2].[F:17][C:18]([F:29])([F:28])[C:19]1[S:20][CH:21]=[C:22]([C:24](=[O:27])[CH2:25]Br)[N:23]=1>>[C:1]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([NH:15][CH2:25][CH:24]([OH:27])[C:22]2[N:23]=[C:19]([C:18]([F:29])([F:28])[F:17])[S:20][CH:21]=2)[CH3:16])=[CH:9][CH:8]=1)([O:3][CH3:4])=[O:2]

Participants

3

Reactant 2

HCID 10978660HCID 10978660, compoundHCID 14372867Methyl 2-[4-(2-aminopropyl)phenoxy]acetate

Product 1

HCID 14347763N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(2-trifluoromethyl-thiazol-4-yl)ethanamine

Procedure

Prepared analogously to Example 3 by reaction of 2-(4-carbomethoxymethoxyphenyl)-1-methyl-ethanamine with 2-trifluoromethyl-4-bromoacetyl-thiazole followed by reduction and purification of the base on a silica gel column with methylene chloride/methanol=20:1 as eluant.

Workup

  1. customfollowed by reduction and purification of the base on a silica gel column with methylene chloride/methanol=20:1 as eluant

Sources & evidence

ORD record
ord-7eb468a6ba7e41268ec46ed7fe310958
Source dataset
uspto-grants-1989_12
Patent number
US04886814

Reaction notes

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