HCID 117899662, compound → HCID 117899557, compound

HRID 522274Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[CH:18]=[CH:17][N:16](S(C4C=CC(C)=CC=4)(=O)=O)[C:10]=3[N:11]=[C:12]([C:14]#[N:15])[N:13]=2)=[CH:4][C:3]=1[C:29]([F:32])([F:31])[F:30]>CC(N(C)C)=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[CH:18]=[CH:17][NH:16][C:10]=3[N:11]=[C:12]([C:14]#[N:15])[N:13]=2)=[CH:4][C:3]=1[C:29]([F:30])([F:31])[F:32]

Participants

Conditions

Temperature: 100 °C

Procedure

Tris(dimethylamino)sulfonium difluorotrimethylsilicate (239 mg) was added to a mixture of 4-[4-fluoro-3-(trifluoromethyl)phenyl]-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile (200 mg) and DMAc (3 mL), and the mixture was stirred at 100° C. for 1 hour under microwave irradiation. After the reaction mixture was cooled to room temperature, the reaction mixture was purified by silica gel column chromatography (Hex:EtOAc=98:2 to 60:40), whereby 4-[4-fluoro-3-(trifluoromethyl)phenyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile (81 mg) was obtained as a pale yellow solid.

Workup

temperatureAfter the reaction mixture was cooled to room temperature
customthe reaction mixture was purified by silica gel column chromatography (Hex:EtOAc=98:2 to 60:40)

Sources & evidence

ORD record: ord-9ec1bfe3c3e247e1ac2ad1c7553e4da3
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09328118B2

Reaction notes

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