Cyclopropanemethanamine → 6-{[3-(3-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acid cyclopropylmethyl-amide

HRID 548914Notes

Reaction equation

HRID 548914 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[N:8][C:9]([NH:12][CH2:13][C:14]2[C:15]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[CH:21]=3)=[N:16][O:17][C:18]=2[CH3:19])=[CH:10][CH:11]=1)=O)C.[NH2:27][CH2:28][CH:29]1[CH2:31][CH2:30]1>>[CH:29]1([CH2:28][NH:27][C:4]([C:6]2[N:7]=[N:8][C:9]([NH:12][CH2:13][C:14]3[C:15]([C:20]4[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[CH:21]=4)=[N:16][O:17][C:18]=3[CH3:19])=[CH:10][CH:11]=2)=[O:3])[CH2:31][CH2:30]1

Participants

3

Reactant 2

HCID 75646CyclopropanemethanamineHCID 671573116-{[3-(3-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acid ethyl ester

Product 1

HCID 426307406-{[3-(3-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acid cyclopropylmethyl-amideYield 63%

Procedure

As described for example 116e, 6-{[3-(3-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-amino}-pyridazine-3-carboxylic acid ethyl ester (107 mg, 0.3 mmol) was converted, using aminomethylcyclopropane instead of cyclopropylamine, to the title compound (72 mg, 63%) which was obtained as a white solid. MS: m/e=382.5 [M+H]+.

Sources & evidence

ORD record
ord-15569229d0da4b989d40513058772f16
Source dataset
uspto-grants-2011_05
Patent number
US07943619B2

Reaction notes

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