Cyclopropanemethanamine → HCID 59568470, compound

HRID 1695509Notes

Reaction equation

[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([CH2:13][NH:14][C:15]3[CH:19]=[C:18]([C:20]([OH:22])=O)[N:17]([CH3:23])[N:16]=3)=[C:11]([CH3:24])[O:10][N:9]=2)=[N:6][CH:7]=1.[NH2:25][CH2:26][CH:27]1[CH2:29][CH2:28]1>>[CH:27]1([CH2:26][NH:25][C:20]([C:18]2[N:17]([CH3:23])[N:16]=[C:15]([NH:14][CH2:13][C:12]3[C:8]([C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][N:6]=4)=[N:9][O:10][C:11]=3[CH3:24])[CH:19]=2)=[O:22])[CH2:29][CH2:28]1

Participants

Reactant 2

HCID 75646Cyclopropanemethanamine

HCID 66646190HCID 66646190, compound

Product 1

HCID 59568470HCID 59568470, compoundYield 80%

Procedure

As described for example 163c, 3-((3-(5-fluoropyridin-2-yl)-5-methylisoxazol-4-yl)methylamino)-1-methyl-1H-pyrazole-5-carboxylic acid (92 mg, 0.28 mol) was converted, using aminomethylcyclopropane instead of isopropylamine, to the title compound (85 mg, 80%) which was obtained as a white solid. MS: m/e=385.2 [M+H]+.

Sources & evidence

ORD record: ord-1785f5a304e347d1a071fd87aa40a980
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163728B2

Reaction notes

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