N-benzyl-6-hydrazinylpyridine-3-carboxamide → HCID 178492254, compound

HRID 526518Notes

Reaction equation

HRID 526518 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=[CH:15][N:16](C)C)[C:10]([O:12]CC)=O)=[C:5]([O:19][CH3:20])[CH:4]=1)#[N:2].[CH2:21]([NH:28][C:29](=[O:38])[C:30]1[CH:35]=[CH:34][C:33]([NH:36]N)=[N:32][CH:31]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[CH2:21]([NH:28][C:29](=[O:38])[C:30]1[CH:35]=[CH:34][C:33]([N:36]2[C:10]([OH:12])=[C:9]([C:6]3[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][C:5]=3[O:19][CH3:20])[CH:15]=[N:16]2)=[N:32][CH:31]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 51370238N-benzyl-6-hydrazinylpyridine-3-carboxamideHCID 117601030Ethyl 2-(4-cyano-2-methoxyphenyl)-3-(dimethylamino)acrylate

Product 1

HCID 178492254HCID 178492254, compound

Procedure

The title compound was prepared in a manner similar to Example 188 using ethyl 2-(4-cyano-2-methoxyphenyl)-3-(dimethylamino)acrylate and N-benzyl-6-hydrazinylnicotinamide. 1H NMR (400 MHz, DMSO-d6) δ ppm 3.97 (s, 3H) 4.53 (d, J=5.6 Hz, 2H) 7.27 (d, J=3.8 Hz, 1H) 7.36 (d, J=4.0 Hz, 5H) 7.42-7.59 (m, 2H) 8.47 (d, J=6.6 Hz, 1H) 8.98 (s, 1H) 9.28 (br. s., 1H). MS m/z [M+H]+ 426.4.

Sources & evidence

ORD record
ord-dade3edf442e416c9414ba525b4436cd
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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