1-methyl-1H-pyrazol-4-amine → HCID 49800736, compound

HRID 1807509Notes

Reaction equation

HRID 1807509 reaction equation
[CH2:1]([C:5]1[C:9]([CH2:10][O:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([OH:18])=O)=[CH:14][N:13]=2)=[C:8]([CH3:21])[O:7][N:6]=1)[CH2:2][CH2:3][CH3:4].[CH3:22][N:23]1[CH:27]=[C:26]([NH2:28])[CH:25]=[N:24]1>>[CH2:1]([C:5]1[C:9]([CH2:10][O:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([NH:28][C:26]3[CH:25]=[N:24][N:23]([CH3:22])[CH:27]=3)=[O:18])=[CH:14][N:13]=2)=[C:8]([CH3:21])[O:7][N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 47709901-methyl-1H-pyrazol-4-amineHCID 665983356-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid

Product 1

HCID 49800736HCID 49800736, compoundYield 55%

Procedure

As described for example 19b, 6-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid (100 mg, 0.34 mmol) was converted, using 1-methyl-1H-pyrazol-4-ylamine instead of L-2,2,2-trifluoro-1-(methyl)ethylamine, to the title compound (70 mg, 55%) which was obtained as a yellow oil after purification by chromatography (silica, heptane:ethyl acetate 9:1 to 1:1). MS: m/e=370.2 [M+H]+.

Sources & evidence

ORD record
ord-ba10d30cfbe44d9bb295d01752bbe673
Source dataset
uspto-grants-2013_01
Patent number
US08357703B2

Reaction notes

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