3-Methoxyazetidine hydrochloride → HCID 49780484, compound

HRID 1923624Notes

Reaction equation

HRID 1923624 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].Cl.[CH3:23][O:24][CH:25]1[CH2:28][NH:27][CH2:26]1>>[CH2:1]([C:5]1[C:9](/[CH:10]=[CH:11]/[C:12]2[S:13][C:14]([C:18]([N:27]3[CH2:28][CH:25]([O:24][CH3:23])[CH2:26]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 222428583-Methoxyazetidine hydrochlorideHCID 595685392-[(E)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid

Product 1

HCID 49780484HCID 49780484, compoundYield 24%

Procedure

As described for example 108, 2-[(E)-2-(3-butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid (200 mg, 0.65 mmol) was converted, using 3-methoxy-azetidine hydrochloride instead of 3,3-difluoroazetidine hydrochloride, to the title compound (58 mg, 24%) which was obtained as a light yellow oil. MS: m/e=376.3 [M+H]+.

Sources & evidence

ORD record
ord-d7a8cab1cba94f1d95a7993efc4325e9
Source dataset
uspto-grants-2012_05
Patent number
US08178522B2

Reaction notes

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