α-(Aminomethyl)-2-methyl-4-thiazolemethanol → N-[2-(4-(2-Carbomethoxy-1-methylethenyl)phenyl)-1-methylethyl]-2-hydroxy-2-(2-methyl-thiazol-4-yl)ethanamine

HRID 2210358Notes

Reaction equation

HRID 2210358 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]

Participants

3

Reactant 2

HCID 16768496α-(Aminomethyl)-2-methyl-4-thiazolemethanolHCID 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-30c06f430d534679903c49a57e0db7d9
Source dataset
uspto-grants-1995_10
Patent number
US05457205

Reaction notes

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