Dichloromethane → HCID 90011543, compound

HRID 1481493Notes

Reaction equation

HRID 1481493 reaction equation
[N+:1]([C:4]1[N:9]=[CH:8][C:7]([N:10]2[C:14]([C:15]([F:18])([F:17])[F:16])=[CH:13][C:12]([C:19]([NH:21][NH2:22])=[O:20])=[N:11]2)=[CH:6][CH:5]=1)([O-])=O.FC(F)(F)[C:25](O)=[O:26].Cl[CH2:31]Cl>>[NH2:1][C:4]1[N:9]=[CH:8][C:7]([N:10]2[C:14]([C:15]([F:18])([F:17])[F:16])=[CH:13][C:12]([C:19]3[O:20][C:25](=[O:26])[N:22]([CH3:31])[N:21]=3)=[N:11]2)=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 90011136HCID 90011136, compound

Product 1

HCID 90011543HCID 90011543, compoundYield 87%

Procedure

Step-5: 1-(6-Nitropyridin-3-yl)-5-(trifluoromethyl)-1H-pyrazole-3-carbohydrazide: To a (0° C.) cooled solution of step-4 intermediate (2.0 g, 4.80 mmol) in dichloromethane (25 mL) was added drop-wise trifluoroacetic acid (3.70 mL, 48.0 mmol). After stirring the reaction mixture at room temperature for 18 h, the solvent was evaporated under reduced pressure. The crude product was triturated with diethyl ether to obtain 1.32 g (87%) of the title compound as semi solid. The residue was used for next step without further purification. ESI-MS (m/z) 317 (MH)+.

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe crude product was triturated with diethyl ether

Sources & evidence

ORD record
ord-d2d0d07f3a4940b28244784137a8b16b
Source dataset
uspto-grants-2016_08
Patent number
US09409898B2

Reaction notes

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