(Phenylmethyl)hydrazine → 1-BENZYL-3-TERT-BUTYL-1H-PYRAZOL-5-AMINE

HRID 871765Notes

Reaction equation

HRID 871765 reaction equation
[CH2:1]([NH:8][NH2:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][C:11]([CH3:18])([CH3:17])[C:12](=O)[CH2:13][C:14]#[N:15]>>[CH2:1]([N:8]1[C:14]([NH2:15])=[CH:13][C:12]([C:11]([CH3:18])([CH3:17])[CH3:10])=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 11157(Phenylmethyl)hydrazineHCID 108871Pentanenitrile, 4,4-dimethyl-3-oxo-

Product 1

HCID 167692901-BENZYL-3-TERT-BUTYL-1H-PYRAZOL-5-AMINEYield 36.3%

Procedure

Following the procedure in Example 161A Step 3, benzylhydrazine (977 mg, 8.0 mmol) and 4,4-dimethyl-3-oxopentanenitrile (1.0 g, 8.0 mmol) to give 1-benzyl-3-tert-butyl-1H-pyrazol-5-amine (666 mg, 2.90 mmol, 36%). 1H NMR (300 MHz, DMSO-d6) δ 7.32-7.21 (m, 3H), 7.09 (d, 2H), 5.17 (s, 1H), 5.05 (d, 4H), 1.15 (s, 9H); LC-MS (ESI) m/z 230 (M+H)+.

Sources & evidence

ORD record
ord-99d751fbffd84451b3fc8210a60f38b9
Source dataset
uspto-grants-2015_03
Patent number
US08969587B2

Reaction notes

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