Ammonium Hydroxide → 2-(Trifluoromethyl)-[1,2,4]triazolo[1,5-a]pyrazine

반응식

[F:1][C:2]([F:14])([F:13])[C:3](=[N:11]O)[NH:4][C:5]1[CH:10]=[N:9][CH:8]=[CH:7][N:6]=1.[OH-].[NH4+]>>[F:1][C:2]([F:14])([F:13])[C:3]1[N:4]=[C:5]2[CH:10]=[N:9][CH:8]=[CH:7][N:6]2[N:11]=1

참가 물질

반응물 2

HCID 14923Ammonium Hydroxide

HCID 178526369HCID 178526369, 화합물

생성물 1

HCID 533933572-(Trifluoromethyl)-[1,2,4]triazolo[1,5-a]pyrazine

반응 조건

온도: 150 °C

실험 절차

A mixture of 2,2,2-trifluoro-N′-hydroxy-N-pyrazin-2-ylethanimidamide (10.5 g, 50.97 mmol, from Step B) and polyphosphoric acid (80 mL) was heated to 150° C. with stirring for 18 h. The solution was added to ice and neutralized by addition of ammonium hydroxide. The dark aqueous solution was extracted three times with ethyl acetate, washed with brine, and dried over anhydrous magnesium sulfate. Concentration followed by flash chromatography (eluting with 50% followed by 100% ethyl acetate/hexane) afforded the title compound as a yellow solid.

후처리

additionThe solution was added to ice
extractionThe dark aqueous solution was extracted three times with ethyl acetate
washwashed with brine
dry with materialdried over anhydrous magnesium sulfate
concentrationConcentration
washfollowed by flash chromatography (eluting with 50% followed by 100% ethyl acetate/hexane)

출처 및 근거

ORD 기록: ord-96665976fa574224acff39219859ad5d
출처 데이터셋: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08653059B2

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