Morpholine → HCID 49780701, compound

HRID 1923633Notes

Reaction equation

HRID 1923633 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].[NH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1>>[CH2:1]([C:5]1[C:9](/[CH:10]=[CH:11]/[C:12]2[S:13][C:14]([C:18]([N:22]3[CH2:27][CH2:26][O:25][CH2:24][CH2:23]3)=[O:20])=[C:15]([CH3:17])[N:16]=2)=[C:8]([CH3:21])[O:7][N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 595685392-[(E)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid

Product 1

HCID 49780701HCID 49780701, compoundYield 52%

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 morpholine instead of rac-2-amino-1-butanol, to the title compound (98 mg, 52%) which was obtained as a colourless gum after purification by chromatography (silica, 0 to 100% ethyl acetate in heptane). MS: m/e=376.3 [M+H]+.

Sources & evidence

ORD record
ord-6dca1d1c60704712ba258555178269d7
Source dataset
uspto-grants-2012_05
Patent number
US08178522B2

Reaction notes

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