(2E)-3-(DiMethylaMino)-1-(4-fluorophenyl)prop-2-en-1-one → HCID 86725499, compound

HRID 878520Notes

Reaction equation

HRID 878520 reaction equation
[NH:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][N:10]=1)[C:6]#[N:7])[NH2:2].CN(C)/[CH:13]=[CH:14]/[C:15]([C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)=O>>[F:23][C:20]1[CH:21]=[CH:22][C:17]([C:15]2[N:1]([C:3]3[CH:4]=[C:5]([CH:8]=[CH:9][N:10]=3)[C:6]#[N:7])[N:2]=[CH:13][CH:14]=2)=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 5374477(2E)-3-(DiMethylaMino)-1-(4-fluorophenyl)prop-2-en-1-oneHCID 201187142-Hydrazinylpyridine-4-carbonitrile

Product 1

HCID 86725499HCID 86725499, compoundYield 32%

Procedure

The title compound was prepared in 32% yield from 2-hydrazinylisonicotinonitrile (PREPARATION 2) and (E)-3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one according to the procedure for the preparation of Example 26, part B. 1H NMR (500 MHz, CDCl3) δ 8.36 (d, 1H, J=4.8 Hz), 8.0 (s, 1H), 7.7 (s, 1H), 7.37 (d, 1H, J=3.8 Hz), 7.25 (d, 2H, J=5.8), 7.0 (t, 2H, J=8.7 Hz, 1H), 6.45 (s, 1H). [M+H] Calc'd for C15H9FN4, 265; Found, 265.

Sources & evidence

ORD record
ord-703afa21e0d041e39c9ada3c38f0182d
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

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