Xenon difluoride → 7-fluoro-3-(2-methylpyridin-4-yl)-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-amine

HRID 571379Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[C:12]3[CH:13]=[N:14][C:15]([NH2:17])=[CH:16][C:11]=3[N:10]([C:18]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:9]=2)[CH:5]=[CH:4][N:3]=1.[Xe](F)[F:38]>C1COCC1>[F:38][C:16]1[C:11]2[N:10]([C:18]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:9]=[C:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([CH3:1])[CH:7]=3)[C:12]=2[CH:13]=[N:14][C:15]=1[NH2:17]

Participants

Conditions

Temperature: 0 °C

Procedure

A 200 mL round bottom flask was charged with 3-(2-methylpyridin-4-yl)-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-amine (0.76 g, 1.625 mmol) and the flask was put under an atmosphere of argon. The reaction was charged with 10 mL THF and the slurry was cooled to 0° C. in an ice bath. Xenon Difluoride (0.056 ml, 1.418 mmol) was added with vigorous stirring in several portions. Then stirring was continued with warming to ambient temperature.

Workup

stirringThen stirring
temperaturewith warming to ambient temperature

Sources & evidence

ORD record: ord-1b1804e2a21e4750a85f6015b554dbed
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09023865B2

Reaction notes

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