2-Hydrazinylpyridine-4-carbonitrile hydrochloride salt → HCID 86725495, compound

HRID 878515Notes

Reaction equation

HRID 878515 reaction equation
Cl.[NH:2]([C:4]1[CH:9]=[C:8]([C:10]#[N:11])[CH:7]=[CH:6][N:5]=1)[NH2:3].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=O)/[CH:20]=[CH:21]/N(C)C)=[CH:15][C:14]=1[O:26][CH3:27]>>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:2]([C:4]3[CH:9]=[C:8]([C:10]#[N:11])[CH:7]=[CH:6][N:5]=3)[N:3]=[CH:21][CH:20]=2)=[CH:15][C:14]=1[O:26][CH3:27]

Participants

3

Reactant 2

HCID 867254842-Hydrazinylpyridine-4-carbonitrile hydrochloride saltHCID 86725496HCID 86725496, compound

Product 1

HCID 86725495HCID 86725495, compoundYield 74%

Procedure

The title compound was prepared in 74% yield from 2-hydrazinylpyridine-4-carbonitrile hydrochloride salt (PREPARATION 3) and (2E)-1-(4-chloro-3-methoxyphenyl)-3-(dimethylamino)prop-2-en-1-one according to the procedure for the preparation of Example 12, part B. 1H NMR (400 MHz, CDCl3): δ 3.82 (3H, s), 6.53 (1H, d, J=2.0 Hz), 6.78 (1H, d, J=2.4 Hz), 6.89 (1H, d, J=1.6 Hz), 7.32 (1H, d, J=8.0 Hz), 7.39 (1H, dd, J=5.2, 1.2 Hz), 7.78 (1H, d, J=1.2 Hz), 8.07(1H, s), 8.39 (1H, dd, J=5.2, 0.8 Hz). [M+H] Calc'd for C16H11ClN4O, 311; Found, 311.

Sources & evidence

ORD record
ord-49d3d19be4ae4e11b6050793893a0ac5
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

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