2-Amino-2-methyl-1-propanol → HCID 49781588, compound

HRID 1923630Notes

Reaction equation

HRID 1923630 reaction equation
[CH2:1]([C:5]1[C:9](/[CH:10]=[CH:11]/[C:12]2[S:13][C:14]([C:18]([OH:20])=O)=[C:15]([CH3:17])[N:16]=2)=[C:8]([CH3:21])[O:7][N:6]=1)[CH2:2][CH2:3][CH3:4].[NH2:22][C:23]([CH3:27])([CH3:26])[CH2:24][OH:25]>>[OH:25][CH2:24][C:23]([NH:22][C:18]([C:14]1[S:13][C:12](/[CH:11]=[CH:10]/[C:9]2[C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[N:6][O:7][C:8]=2[CH3:21])=[N:16][C:15]=1[CH3:17])=[O:20])([CH3:27])[CH3:26]

Participants

3

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 595685392-[(E)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid

Product 1

HCID 49781588HCID 49781588, compoundYield 46%

Procedure

As described for example 104, 2-[(E)-2-(3-butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid (153 mg, 0.5 mmol) was converted, using 2-amino-2-methyl-1-propanol instead of rac-2-amino-1-butanol, to the title compound (87 mg, 46%) which was obtained as a colourless gum after purification by chromatography (silica, 0 to 100% ethyl acetate in heptane). MS: m/e=378.3 [M+H]+.

Sources & evidence

ORD record
ord-15c3184bd5674f18b85d9980300a63ee
Source dataset
uspto-grants-2012_05
Patent number
US08178522B2

Reaction notes

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