Tetrahydrofuran → HCID 178509727, compound

HRID 1843614Notes

Reaction equation

[NH2:1]N.C1COCC1.C[N:9](C)/[CH:10]=[C:11](\[C:22]1[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=1)/[C:12]([C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[C:17]#[N:18])=O>>[N:25]1[CH:26]=[CH:27][C:22]([C:11]2[C:12]([C:14]3[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=3)[C:17]#[N:18])=[N:1][NH:9][CH:10]=2)=[CH:23][CH:24]=1

Participants

Reactant 3

HCID 8028Tetrahydrofuran

HCID 9321Hydrazine

HCID 671862343-((E)-3-dimethylamino-2-pyridin-4-yl-acryloyl)benzonitrile

Product 1

HCID 178509727HCID 178509727, compoundYield 90%

Conditions

Temperature: 60 °C

Procedure

A 1 M solution of hydrazine in THF (0.090 ml, 88.5 mmol) was added to 3-((E)-3-dimethylamino-2-pyridin-4-yl-acryloyl)benzonitrile (6.13 g, 22.1 mmol) and the mixture was stirred at 60° C. for 1 h. The product 3-(4-pyridin-4-yl-1H-pyrazol-3-yl)-benzonitrile (4.89 g, 19.8 mmol, 90%) was isolated as a white solid by filtration from the reaction mixture.

Sources & evidence

ORD record: ord-8cccbcfbc4d54108967dd4ad922414dc
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08946250B2

Reaction notes

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