HCID 86647276, compound → 5-[3-(4-chloro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

HRID 1695441Notes

Reaction equation

HRID 1695441 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]([CH3:26])[N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=3)=[N:14][O:15][C:16]=2[CH:17]=[O:18])[CH:9]=1)=[O:4].COC(C1N(C)N=C(OCC2C(C3C=CC(F)=CC=3)=NOC=2C=O)C=1)=O>>[CH3:1][O:2][C:3]([C:5]1[N:6]([CH3:26])[N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([C:19]3[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=3)=[N:14][O:15][C:16]=2[CH2:17][OH:18])[CH:9]=1)=[O:4]

Participants

3

Reactant 2

HCID 86647276HCID 86647276, compoundHCID 86761556HCID 86761556, compound

Product 1

HCID 666439315-[3-(4-chloro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl esterYield 100%

Procedure

As described for example 91g, 5-[3-(4-chloro-phenyl)-5-formyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (2.4 g, 6.6 mmol), instead of 5-[3-(4-fluoro-phenyl)-5-formyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester, was converted to the title compound (2.4 g, 100%) which was obtained as a white solid. MS: m/e=378.2 [M+H]+.

Sources & evidence

ORD record
ord-0713d99be1ba4363a91a93c27c16603c
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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