Tetrabutylammonium Fluoride → (2-(5-Bromoimidazo[1,2-a]pyrazin-8-ylamino)thiazol-5-yl)methanol

HRID 1684952노트

반응식

HRID 1684952 반응식
[Br:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[C:5]([NH:11][C:12]2[S:13][C:14]([CH2:17][O:18][Si](C(C)(C)C)(C)C)=[CH:15][N:16]=2)=[N:4][CH:3]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[Br:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[C:5]([NH:11][C:12]2[S:13][C:14]([CH2:17][OH:18])=[CH:15][N:16]=2)=[N:4][CH:3]=1

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 57541342N-(5-bromoimidazo[1,2-a]pyrazin-8-yl)-5-((tert-butyldimethylsilyloxy)methyl)thiazol-2-amine

생성물 1

HCID 57541339(2-(5-Bromoimidazo[1,2-a]pyrazin-8-ylamino)thiazol-5-yl)methanol수율 70.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The product of Step 1 (0.125 g, 0.28 mmol) is dissolved in THF (2 mL). To this solution is added TBAF solution (1M in THF, 0.31 mL, 0.31 mmol) and the reaction is stirred at room temperature overnight. The reaction is condensed and the residue purified by gradient column chromatography eluting with dichloromethane—5% methanolic ammonia (7 N) in dichloromethane to give the alcohol (64 mg, 69%). LCMS: Rt 2.54 min (97.7%). MS (MH+, m/z) 326.

후처리

  1. customcondensed
  2. customthe residue purified by gradient column chromatography
  3. washeluting with dichloromethane—5% methanolic ammonia (7 N) in dichloromethane

출처 및 근거

ORD 기록
ord-eae303cf81374bae9d7aebd7efdc5a5a
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148369B2

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