N-benzyl-6-hydrazinylpyridine-3-carboxamide → HCID 178522809, compound

HRID 526515Notes

Reaction equation

HRID 526515 reaction equation
[CH2:1]([NH:8][C:9](=[O:18])[C:10]1[CH:15]=[CH:14][C:13]([NH:16][NH2:17])=[N:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C)[CH:21]=[C:22]([N:28]1[CH:33]=[CH:32][C:31](=[O:34])[CH:30]=[CH:29]1)[C:23](OCC)=[O:24]>>[CH2:1]([NH:8][C:9](=[O:18])[C:10]1[CH:15]=[CH:14][C:13]([N:16]2[C:23]([OH:24])=[C:22]([N:28]3[CH:29]=[CH:30][C:31](=[O:34])[CH:32]=[CH:33]3)[CH:21]=[N:17]2)=[N:12][CH:11]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 51370238N-benzyl-6-hydrazinylpyridine-3-carboxamideHCID 131732877ethyl 3-(dimethylamino)-2-(4-oxopyridin-1(4H)-yl)acrylate

Product 1

HCID 178522809HCID 178522809, compound

Procedure

The title compound was prepared in a manner similar to Example 188 using N-benzyl-6-hydrazinylnicotinamide and ethyl 3-(dimethylamino)-2-(4-oxopyridin-1(4H)-yl)acrylate. MS m/z 388 [M+H]+. 1H NMR (400 MHz, DMSO-d6) δ ppm 4.53 (d, J=5.6 Hz, 2H) 6.68 (br. s., 2H) 7.27 (dq, J=8.5, 4.2 Hz, 1H) 7.30-7.41 (m, 4H) 8.29 (br. s., 2H) 8.37-8.54 (m, 3H) 8.97 (s, 1H) 9.27 (t, J=5.8 Hz, 1H).

Sources & evidence

ORD record
ord-2be6d249ecc44a868a9b4658e997464e
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

Loading…