Cyclopropylamine → N-Cyclopropyl-6-(3-pyridin-2-yl-isoxazol-4-ylmethoxy)-nicotinamide

HRID 83457Notes

Reaction equation

HRID 83457 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:11]([CH2:12][O:13][C:14]2[CH:22]=[CH:21][C:17]([C:18]([OH:20])=O)=[CH:16][N:15]=2)=[CH:10][O:9][N:8]=1.[CH:23]1([NH2:26])[CH2:25][CH2:24]1>>[CH:23]1([NH:26][C:18](=[O:20])[C:17]2[CH:21]=[CH:22][C:14]([O:13][CH2:12][C:11]3[C:7]([C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=4)=[N:8][O:9][CH:10]=3)=[N:15][CH:16]=2)[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 69828CyclopropylamineHCID 684452576-(3-Pyridin-2-yl-isoxazol-4-ylmethoxy)-nicotinic acid

Product 1

HCID 68444722N-Cyclopropyl-6-(3-pyridin-2-yl-isoxazol-4-ylmethoxy)-nicotinamideYield 82%

Procedure

As described for example 358 g, 6-(3-pyridin-2-yl-isoxazol-4-ylmethoxy)-nicotinic acid (70 mg, 0.24 mmol) was converted using cyclopropylamine instead of 4-aminotetrahydropyran to the title compound (65 mg, 82%) which was obtained as a white solid. MS: m/e=337.3 [M+H]+.

Sources & evidence

ORD record
ord-d6fdbe375c1842068b2364eb8fd06eb0
Source dataset
uspto-grants-2014_09
Patent number
US08846719B2

Reaction notes

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