Sodium hydride → HCID 67116178, compound

HRID 1408510Notes

Reaction equation

HRID 1408510 reaction equation
[CH:1]1([C:4]2[NH:8][N:7]=[C:6]([C:9]([F:12])([F:11])[F:10])[CH:5]=2)[CH2:3][CH2:2]1.[F:13][C:14]1[CH:15]=[C:16]([N+:22]([O-:24])=[O:23])[CH:17]=[C:18]([F:21])[C:19]=1F.[H-].[Na+]>C1COCC1>[CH:1]1([C:4]2[N:8]([C:19]3[C:18]([F:21])=[CH:17][C:16]([N+:22]([O-:24])=[O:23])=[CH:15][C:14]=3[F:13])[N:7]=[C:6]([C:9]([F:11])([F:12])[F:10])[CH:5]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 27827931,2,3-Trifluoro-5-nitrobenzeneHCID 71474385-cyclopropyl-3-(trifluoromethyl)-1H-pyrazole

Product 1

HCID 67116178HCID 67116178, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Intermediate 5 (1 g, 5.7 mmol) and 3,4,5-trifluoronitrobenzene (1 g 5.7 mmol) were dissolved in THF and added sodium hydride (274 mg, 11.3 mmol). Mixture was refluxed for 2 h and reaction mixture cooled to rt and quenched with water. Work-up (H2O/AcOEt) gave the desired product as a yellow gummy liquid. 1H-NMR (δ ppm, CDCl3, 400 MHz): 8.05-8.01 (m, 2H), 6.31 (s, 1H), 1.60-1.50 (m, 1H), 1.00-0.91 (m, 2H), 0.80-0.71 (m, 2H).

Workup

  1. temperatureMixture was refluxed for 2 h
  2. customreaction mixture
  3. customquenched with water

Sources & evidence

ORD record
ord-faf1fa4a13844b81892ff1830dd81114
Source dataset
uspto-grants-2014_12
Patent number
US08921364B2

Reaction notes

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