3-amino-N-cyclopropyl-4-methylbenzamide → 5-(benzyloxy)-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}pyridine-2-carboxamide

HRID 403038Notes

Reaction equation

HRID 403038 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]([OH:17])=O)=[N:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:18][C:19]1[CH:20]=[C:21]([CH:28]=[CH:29][C:30]=1[CH3:31])[C:22]([NH:24][CH:25]1[CH2:27][CH2:26]1)=[O:23]>>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]([NH:18][C:19]2[CH:20]=[C:21]([C:22]([NH:24][CH:25]3[CH2:26][CH2:27]3)=[O:23])[CH:28]=[CH:29][C:30]=2[CH3:31])=[O:17])=[N:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 119838543-amino-N-cyclopropyl-4-methylbenzamideHCID 183793525-(Benzyloxy)pyridine-2-carboxylic acid

Product 1

HCID 114069525-(benzyloxy)-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}pyridine-2-carboxamide

Procedure

The title compound was prepared from 5-(benzyloxy)pyridine-2-carboxylic acid and 3-amino-N-cyclopropyl-4-methylbenzamide according to the method described for Example 1; NMR Spectrum: (DMSOd6) 0.58 (m, 2H), 0.69 (m, 2H), 2.32 (s, 3H), 2.86 (m, 1H), 5.32 (s, 2H), 7.39 (m, 4H), 7.51 (m, 2H), 7.57 (m, 1H), 7.71 (m, 1H), 8.13 (m, 1H), 8.22 (m, 1H), 8.36 (m, 1H), 8.48 (s, 1H), 10.16 (s, 1H); Mass Spectrum: M+Na+ 424.

Sources & evidence

ORD record
ord-98fa896f756e474898b75d26862aae83
Source dataset
uspto-grants-2014_06
Patent number
US08742124B2

Reaction notes

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