6-hydrazinyl-N-((tetrahydro-2H-pyran-4-yl)methyl)nicotinamide → HCID 178492255, compound

HRID 579019Notes

Reaction equation

HRID 579019 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=[CH:15]N(C)C)[C:10](OCC)=[O:11])=[C:5]([O:19][CH3:20])[CH:4]=1)#[N:2].[NH:21]([C:23]1[CH:38]=[CH:37][C:26]([C:27]([NH:29][CH2:30][CH:31]2[CH2:36][CH2:35][O:34][CH2:33][CH2:32]2)=[O:28])=[CH:25][N:24]=1)[NH2:22]>>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:15]=[N:22][N:21]([C:23]3[CH:38]=[CH:37][C:26]([C:27]([NH:29][CH2:30][CH:31]4[CH2:36][CH2:35][O:34][CH2:33][CH2:32]4)=[O:28])=[CH:25][N:24]=3)[C:10]=2[OH:11])=[C:5]([O:19][CH3:20])[CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 637057936-hydrazinyl-N-((tetrahydro-2H-pyran-4-yl)methyl)nicotinamideHCID 117601030Ethyl 2-(4-cyano-2-methoxyphenyl)-3-(dimethylamino)acrylate

Product 1

HCID 178492255HCID 178492255, 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 6-hydrazinyl-N-((tetrahydro-2H-pyran-4-yl)methyl)nicotinamide to afford the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.09 (t, J=7.1 Hz, 11 H) 1.22 (d, J=9.6 Hz, 3 H) 1.62 (d, J=12.1 Hz, 2 H) 3.19 (dd, J=11.6, 5.6 Hz, 4 H) 3.86 (d, J=9.6 Hz, 2 H) 3.97 (s, 3 H) 7.38-7.57 (m, 2 H) 8.43 (br. s., 2H) 8.72 (br. s., 1 H) 8.92 (s, 1 H). MS m/z [M+H]+ 434.4.

Sources & evidence

ORD record
ord-d24c3d70f3434b808905232fe8196f9c
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

Loading…