(2E)-3-(dimethylamino)-1-[4-(dimethylamino)phenyl]prop-2-en-1-one → 2-{5-[4-(dimethylamino)phenyl]-1H-pyrazol-1-yl}pyridine-4-carbonitrile

HRID 878549Notes

Reaction equation

HRID 878549 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].CN(C)/[CH:14]=[CH:15]/[C:16]([C:18]1[CH:23]=[CH:22][C:21]([N:24]([CH3:26])[CH3:25])=[CH:20][CH:19]=1)=O>>[CH3:25][N:24]([CH3:26])[C:21]1[CH:22]=[CH:23][C:18]([C:16]2[N:2]([C:4]3[CH:9]=[C:8]([C:10]#[N:11])[CH:7]=[CH:6][N:5]=3)[N:3]=[CH:14][CH:15]=2)=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 71285027(2E)-3-(dimethylamino)-1-[4-(dimethylamino)phenyl]prop-2-en-1-oneHCID 867254842-Hydrazinylpyridine-4-carbonitrile hydrochloride salt

Product 1

HCID 867255182-{5-[4-(dimethylamino)phenyl]-1H-pyrazol-1-yl}pyridine-4-carbonitrileYield 69%

Procedure

The title compound was prepared in 69% yield from 2-hydrazinylpyridine-4-carbonitrile hydrochloride salt (PREPARATION 3) and (2E)-3-(dimethylamino)-1-[4-(dimethylamino)phenyl]prop-2-en-1-one according to the procedure for the preparation of Example 46, part B.

Sources & evidence

ORD record
ord-ab100b53c5774baa94bbcccb23d134d4
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

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