3-Hydroxyazetidine hydrochloride → HCID 49793018, compound

HRID 1695406Notes

Reaction equation

HRID 1695406 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH2:13][O:14][C:15]3[CH:16]=[C:17]([C:21]([OH:23])=O)[N:18]([CH3:20])[N:19]=3)=[C:11]([CH3:24])[O:10][N:9]=2)=[CH:4][CH:3]=1.Cl.[OH:26][CH:27]1[CH2:30][NH:29][CH2:28]1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([CH2:13][O:14][C:15]3[CH:16]=[C:17]([C:21]([N:29]4[CH2:30][CH:27]([OH:26])[CH2:28]4)=[O:23])[N:18]([CH3:20])[N:19]=3)=[C:11]([CH3:24])[O:10][N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 27592903-Hydroxyazetidine hydrochlorideHCID 66643617HCID 66643617, compound

Product 1

HCID 49793018HCID 49793018, compoundYield 17%

Procedure

As described for example 55, 5-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid (100 mg, 0.3 mmol) was converted, using 3-hydroxyazetidine hydrochloride instead of 2-amino-2-methyl-1-propanol, to the title compound (20 mg, 17%) which was obtained as a colorless gum. MS: m/e=387.1 [M+H]+.

Sources & evidence

ORD record
ord-07d9588a594a43179bb6e357d4d6baef
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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