1H-Pyrazole-4-carbonitrile → 1-(4-cyano-1H-pyrazol-1-yl)cyclopropane-1-carboxylic acid

HRID 931066Notes

Reaction equation

HRID 931066 reaction equation
F[C:2]1[CH:3]=[N:4][N:5]([C:7]2([C:10]([OH:12])=[O:11])[CH2:9][CH2:8]2)[CH:6]=1.[NH:13]1[CH:17]=C(C#N)C=N1>>[C:17]([C:2]1[CH:3]=[N:4][N:5]([C:7]2([C:10]([OH:12])=[O:11])[CH2:9][CH2:8]2)[CH:6]=1)#[N:13]

Participants

3

Reactant 2

HCID 5644491H-Pyrazole-4-carbonitrileHCID 898533361-(4-Fluoro-1H-pyrazol-1-yl)cyclopropanecarboxylic acid

Product 1

HCID 1179662991-(4-cyano-1H-pyrazol-1-yl)cyclopropane-1-carboxylic acid

Procedure

The title compound was prepared by a method analogous to Intermediate 4 but using 1H-pyrazole-4-carbonitrile in Step 1. 1H NMR (400 MHz, CDCl3) δ 1.65 (m, 2H), 1.89 (m, 2H), 7.80 (s, 1H), 8.02 (s, 1H); MS (ES−) (M−H) 176.4, LCMS retention time: 1.04 minutes (Method M).

Sources & evidence

ORD record
ord-0314fb7803f44ec39f60298230dbc7cf
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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