N-benzyl-6-hydrazinylpyridine-3-carboxamide → HCID 178509610, compound

HRID 526519Notes

Reaction equation

HRID 526519 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]#[N:9])[CH:5]=[CH:4][C:3]=1[C:10](=[CH:16][N:17](C)C)[C:11]([O:13]CC)=O.[CH2:20]([NH:27][C:28](=[O:37])[C:29]1[CH:34]=[CH:33][C:32]([NH:35]N)=[N:31][CH:30]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH2:20]([NH:27][C:28](=[O:37])[C:29]1[CH:34]=[CH:33][C:32]([N:35]2[C:11]([OH:13])=[C:10]([C:3]3[CH:4]=[CH:5][C:6]([C:8]#[N:9])=[CH:7][C:2]=3[Cl:1])[CH:16]=[N:17]2)=[N:31][CH:30]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 51370238N-benzyl-6-hydrazinylpyridine-3-carboxamideHCID 117601384Ethyl 2-(2-chloro-4-cyanophenyl)-3-(dimethylamino)acrylate

Product 1

HCID 178509610HCID 178509610, compound

Procedure

The title compound was prepared in a manner similar to Example 188 using ethyl 2-(2-chloro-4-cyanophenyl)-3-(dimethylamino)acrylate and N-benzyl-6-hydrazinylnicotinamide. 1H NMR (400 MHz, DMSO-d6) δ ppm 4.44 (d, J=5.8 Hz, 2H) 7.13-7.22 (m, 2H) 7.27 (d, J=4.3 Hz, 5H) 7.75 (d, J=8.3 Hz, 1H) 8.00 (s, 1H) 8.30-8.47 (m, 2H) 8.90 (s, 1H) 9.20 (t, J=5.3 Hz, 1H). MS m/z [M+H]+ 430.3.

Sources & evidence

ORD record
ord-19fc1727cbdf4b39a203449c4e85a506
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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