Pentanenitrile, 4,4-dimethyl-3-oxo- → 3-(1,1-Dimethylethyl)-1-[3-(trifluoromethyl)phenyl]-1H-pyrazol-5-amine

HRID 631745Notes

Reaction equation

HRID 631745 reaction equation
Cl.[F:2][C:3]([F:13])([F:12])[C:4]1[CH:5]=[C:6]([NH:10][NH2:11])[CH:7]=[CH:8][CH:9]=1.[CH3:14][C:15]([CH3:22])([CH3:21])[C:16](=O)[CH2:17][C:18]#[N:19]>>[C:15]([C:16]1[CH:17]=[C:18]([NH2:19])[N:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([C:3]([F:12])([F:13])[F:2])[CH:5]=2)[N:11]=1)([CH3:22])([CH3:21])[CH3:14]

Participants

3

Reactant 2

HCID 108871Pentanenitrile, 4,4-dimethyl-3-oxo-HCID 27333103-(Trifluoromethyl)phenylhydrazine Hydrochloride

Product 1

HCID 433813053-(1,1-Dimethylethyl)-1-[3-(trifluoromethyl)phenyl]-1H-pyrazol-5-amineYield 30.3%

Procedure

Following the procedure in Example 161A Step 3, 3-trifluoromethylphenylhydrazine hydrochloride (781 mg, 4.44 mmol) and 4,4-Dimethyl-3-oxopentanenitrile (500 mg, 4.0 mmol) were reacted to give 3-tert-butyl-1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-5-amine (344 mg, 1.21 mmol, 30%). No NMR taken. LC-MS (ESI) m/z 284 (M+H)+.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-4f2d70c326d74828bd0d87f451c1d3c4
Source dataset
uspto-grants-2016_04
Patent number
US09320739B2

Reaction notes

Loading…