2-Amino-N-methylbenzamide → N-Methyl-2-(2-phenyl-furo[3,2-b]pyridin-7-ylamino)-benzamide

HRID 1470360Notes

Reaction equation

HRID 1470360 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[O:10][C:3]=12.[NH2:17][C:18]1[CH:27]=[CH:26][CH:25]=[CH:24][C:19]=1[C:20]([NH:22][CH3:23])=[O:21]>>[CH3:23][NH:22][C:20](=[O:21])[C:19]1[CH:24]=[CH:25][CH:26]=[CH:27][C:18]=1[NH:17][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[O:10][C:3]=12

Participants

3

Reactant 2

HCID 3080722-Amino-N-methylbenzamideHCID 667792417-Chloro-2-phenyl-furo[3,2-b]pyridine

Product 1

HCID 66779555N-Methyl-2-(2-phenyl-furo[3,2-b]pyridin-7-ylamino)-benzamide

Procedure

The title compound was prepared by procedure D using 7-chloro-2-phenylfuro[3,2-b]pyridine (50.00 mg; 0.22 mmol; 1.00 eq.) instead of 7-chloro-2-(3,4,5-trimethoxyphenyl)furo[3,2-b]pyridine, and using 2-amino-N-methylbenzamide(39.23 mg; 0.26 mmol; 1.20 eq.) instead of N-(3-aminomethyl-pyridin-2-yl)-N-methyl-methanesulfonamide and was obtained as a white solid (50 mg, 67%). (HPLC (method F): 92%, RT: 3.37 min); MS (m/z) 344 [M+H]+, RT: 2.5 min.

Sources & evidence

ORD record
ord-9ff35a444f6744d3b7f50c044c832b18
Source dataset
uspto-grants-2015_04
Patent number
US09006440B2

Reaction notes

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