1-Amino-2-propanol → 2-[2-(3-Butyl-5-methyl-isoxazol-4-yl)-ethyl]-thiazole-5-carboxylic acid (2-hydroxy-propyl)-amide

HRID 1923559Notes

Reaction equation

HRID 1923559 reaction equation
CO[C:3]([C:5]1[S:9][C:8]([CH2:10][CH2:11][C:12]2[C:13]([CH2:18][CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=2[CH3:17])=[N:7][CH:6]=1)=[O:4].[NH2:22][CH2:23][CH:24]([OH:26])[CH3:25]>>[OH:26][CH:24]([CH3:25])[CH2:23][NH:22][C:3]([C:5]1[S:9][C:8]([CH2:10][CH2:11][C:12]2[C:13]([CH2:18][CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=2[CH3:17])=[N:7][CH:6]=1)=[O:4]

Participants

3

Reactant 2

HCID 41-Amino-2-propanolHCID 66643644HCID 66643644, compound

Product 1

HCID 497824852-[2-(3-Butyl-5-methyl-isoxazol-4-yl)-ethyl]-thiazole-5-carboxylic acid (2-hydroxy-propyl)-amideYield 69%

Procedure

As described for example 58, 2-[2-(3-butyl-5-methyl-isoxazol-4-yl)-ethyl]-thiazole-5-carboxylic acid methyl ester (90 mg, 0.29 mmol) was converted, using rac-1-amino-2-propanol instead of rac-2-amino-1-propanol, to the title compound (50 mg, 69%) which was obtained as a light yellow oil. MS: m/e=352.4 [M+H]+.

Sources & evidence

ORD record
ord-177abad9ed1843e69f49d60f57a665f5
Source dataset
uspto-grants-2012_05
Patent number
US08178522B2

Reaction notes

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