6-hydrazinyl-N-((tetrahydro-2H-pyran-4-yl)methyl)nicotinamide → HCID 178523065, compound

HRID 526516Notes

Reaction equation

HRID 526516 reaction equation
[NH:1]([C:3]1[CH:18]=[CH:17][C:6]([C:7]([NH:9][CH2:10][CH:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[O:8])=[CH:5][N:4]=1)[NH2:2].CN(C)[CH:21]=[C:22]([N:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]1=[O:34])[C:23](OCC)=[O:24]>>[OH:24][C:23]1[N:1]([C:3]2[CH:18]=[CH:17][C:6]([C:7]([NH:9][CH2:10][CH:11]3[CH2:16][CH2:15][O:14][CH2:13][CH2:12]3)=[O:8])=[CH:5][N:4]=2)[N:2]=[CH:21][C:22]=1[N:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]1=[O:34]

Participants

3

Reactant 2

HCID 637057936-hydrazinyl-N-((tetrahydro-2H-pyran-4-yl)methyl)nicotinamideHCID 131732878ethyl 3-(dimethylamino)-2-(2-oxopyridin-1(2H)-yl)acrylate

Product 1

HCID 178523065HCID 178523065, compound

Procedure

The title compound was prepared in a manner similar to Example 188 using 6-hydrazinyl-N-((tetrahydro-2H-pyran-4-yl)methyl)nicotinamide and ethyl 3-(dimethylamino)-2-(2-oxopyridin-1(2H)-yl)acrylate. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.10-1.32 (m, 2H) 1.62 (d, J=12.9 Hz, 2H) 1.81 (ddd, J=11.1, 7.3, 4.0 Hz, 1H) 3.20 (t, J=6.3 Hz, 2H) 3.24-3.31 (m, 2H) 3.86 (dd, J=11.2, 2.7 Hz, 2H) 6.31 (t, J=6.6 Hz, 1H) 6.44-6.59 (m, 1H) 7.48 (t, J=7.8 Hz, 1H) 7.80 (br. s., 1H) 8.27-8.61 (m, 2H) 8.73 (br. s., 1H) 8.92 (s, 1H) 13.12 (br. s., 1H). MS m/z 396 [M+H]+.

Sources & evidence

ORD record
ord-dc5f78a04b7e4cafba19e29d3a9e1ee3
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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