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2-Amino-1-(2-methyl-1,3-thiazol-4-yl)ethanol → N-[2-(4-(2-Carbomethoxy-1-methylethenyl)phenyl)-1-methylethyl]-2-hydroxy-2-(2-methyl-thiazol-4-yl)ethanamine

HRID 477119
Notes
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Reaction equation

HRID 477119 reaction equation
[OH:1][CH:2]([C:5]1[N:6]=[C:7]([CH3:10])[S:8][CH:9]=1)[CH2:3][NH2:4].[C:11]([CH:15]=[C:16]([C:18]1[CH:23]=[CH:22][C:21]([CH2:24][C:25](=O)[CH3:26])=[CH:20][CH:19]=1)[CH3:17])([O:13][CH3:14])=[O:12]>>[C:11]([CH:15]=[C:16]([C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH:25]([NH:4][CH2:3][CH:2]([OH:1])[C:5]2[N:6]=[C:7]([CH3:10])[S:8][CH:9]=2)[CH3:26])=[CH:20][CH:19]=1)[CH3:17])([O:13][CH3:14])=[O:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 167684962-Amino-1-(2-methyl-1,3-thiazol-4-yl)ethanolHCID 545480031-[4-(2-Carbomethoxy-1-methylethenyl)phenyl]propan-2-one

Product 1

HCID 53815041N-[2-(4-(2-Carbomethoxy-1-methylethenyl)phenyl)-1-methylethyl]-2-hydroxy-2-(2-methyl-thiazol-4-yl)ethanamine

Procedure

Prepared analogously to Example 13 by reaction of 2-hydroxy-2-(2-methyl-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 toluene/methanol=19:1 as eluant.

Workup

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

Sources & evidence

ORD record
ord-57f44b9c89ac4702b16a81a9aaff19a6
Source dataset
uspto-grants-1989_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04886814

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes