1,1-Dichloroethane → HCID 10295217, compound

HRID 1827950Notes

Reaction equation

Cl[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:9][N:8]=2)[N:5]=[C:4]([C:17]([F:20])([F:19])[F:18])[C:3]=1[C:21]#[N:22].C([N:25]([CH2:28][CH3:29])[CH2:26][CH3:27])C.[F-].[K+].Cl[CH:33](Cl)[CH3:34]>>[N:25]1([C:2]2[N:6]([C:7]3[CH:12]=[CH:11][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:9][N:8]=3)[N:5]=[C:4]([C:17]([F:20])([F:19])[F:18])[C:3]=2[C:21]#[N:22])[CH2:26][CH2:27][CH2:34][CH2:33][CH2:29][CH2:28]1

Participants

Reactant 4

HCID 63651,1-Dichloroethane

HCID 8471Triethylamine

HCID 522689Potassium Fluoride

HCID 12135150HCID 12135150, compound

Product 1

HCID 10295217HCID 10295217, compound

Conditions

Temperature: 20 °C

Procedure

5-Chloro-1-(5-methanesulfonyl-pyridin-2-yl)-3-trifluoromethyl-1H-pyrazole-4-carbonitrile (70 mg, 0.2 mmol) and triethylamine (40 mg, 0.4 mmol) were dissolved in dry dichloroethane (1.5 ml) and potassium fluoride (0.35 mg, 0.6 mmol) was added to the solution. The mixture was stirred at 20° C. for a period of 48 hours. Analytical HPLC indicated the reaction completion. The mixture was purified directly by preparative TLC to provide the desired product as white solid. MS: 414 (M+H); r.t.: 2.6 min.

Workup

customThe mixture was purified directly by preparative TLC

Sources & evidence

ORD record: ord-9035c5fbdbc543b9b3d27c309569c307
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07056933B2

Reaction notes

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