Triethyl phosphite → 2-(2-ethylsulfanylphenyl)-6-trifluoromethyl-2H-indazole

HRID 918777Notes

Reaction equation

[CH2:1]([S:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]=[CH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=1[N+:22]([O-])=O)[CH3:2].P(OCC)(OCC)OCC>>[CH2:1]([S:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH:11]=[C:12]2[C:13]([CH:14]=[C:15]([C:18]([F:21])([F:20])[F:19])[CH:16]=[CH:17]2)=[N:22]1)[CH3:2]

Participants

Reactant 2

HCID 31215Triethyl phosphite

HCID 118204261HCID 118204261, compound

Product 1

HCID 727036612-(2-ethylsulfanylphenyl)-6-trifluoromethyl-2H-indazoleYield 78.9%

Conditions

Temperature: 100 °C

Procedure

A mixture of 777 mg of (2-ethylsulfanylphenyl) (2-nitro-4-trifluoromethylbenzylidene)amine and 3 ml of triethyl phosphite was stirred at 100° C. for 15 minutes and then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 558 mg of 2-(2-ethylsulfanylphenyl)-6-trifluoromethyl-2H-indazole (hereinafter, referred to as Compound of Present Invention 1).

Workup

concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-4aa3803c993a47ceb5f332510b78cda8
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09271500B2

Reaction notes

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