6-hydrazinyl-N-((tetrahydro-2H-pyran-4-yl)methyl)nicotinamide → HCID 178509612, compound

HRID 526520Notes

Reaction equation

HRID 526520 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].[Cl:19][C:20]1[CH:25]=[C:24]([C:26]#[N:27])[CH:23]=[CH:22][C:21]=1[C:28](=[CH:34]N(C)C)[C:29](OCC)=[O:30]>>[Cl:19][C:20]1[CH:25]=[C:24]([C:26]#[N:27])[CH:23]=[CH:22][C:21]=1[C:28]1[CH:34]=[N:2][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)[C:29]=1[OH:30]

Participants

3

Reactant 2

HCID 637057936-hydrazinyl-N-((tetrahydro-2H-pyran-4-yl)methyl)nicotinamideHCID 117601384Ethyl 2-(2-chloro-4-cyanophenyl)-3-(dimethylamino)acrylate

Product 1

HCID 178509612HCID 178509612, 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 2-(2-chloro-4-cyanophenyl)-3-(dimethylamino)acrylate. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.13-1.39 (m, 4H) 1.68 (d, J=12.9 Hz, 2H) 3.20-3.37 (m, 6H) 3.63 (s, 1H) 3.92 (dd, J=11.2, 2.7 Hz, 2H) 7.90 (d, J=8.1 Hz, 1H) 8.15 (s, 1H) 8.49 (d, J=3.8 Hz, 2H) 8.73-8.87 (m, 1H) 8.98 (s, 1H). MS m/z [M+H]+ 438.4.

Sources & evidence

ORD record
ord-2efb9741cf0f49528ea8ff43b1a294a7
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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