HCID 66643735, compound → 5-[3-(4-chloro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid

HRID 1695443Notes

Reaction equation

HRID 1695443 reaction equation
C[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[CH2:17][OH:18])[CH:9]=1)=[O:4].COC(C1N(C)N=C(OCC2C(C3C=CC(F)=CC=3)=NOC=2CO)C=1)=O>>[Cl:25][C:22]1[CH:23]=[CH:24][C:19]([C:13]2[C:12]([CH2:11][O:10][C:8]3[CH:9]=[C:5]([C:3]([OH:4])=[O:2])[N:6]([CH3:26])[N:7]=3)=[C:16]([CH2:17][OH:18])[O:15][N:14]=2)=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 66643735HCID 66643735, compoundHCID 666439315-[3-(4-chloro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

Product 1

HCID 666437235-[3-(4-chloro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acidYield 91.6%

Procedure

As described for example 93a, 5-[3-(4-chloro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (500 mg, 1.32 mmol), instead of 5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester, was converted to the title compound (440 mg, 91%) which was obtained as a white solid. MS: m/e=361.9 [M−H]−.

Sources & evidence

ORD record
ord-0892b0703e4b42468977ce7a0dd27635
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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