Tetrabutylammonium Fluoride → HCID 59437290, 화합물

HRID 244482노트

반응식

HRID 244482 반응식
[Si]([O:8][CH2:9][C:10]1[S:11][CH:12]=[C:13]([C:15]([C:21]2[CH:22]=[C:23]3[C:27](=[CH:28][CH:29]=2)[N:26]([C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)[N:25]=[CH:24]3)([OH:20])[C:16]([F:19])([F:18])[F:17])[N:14]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[F:18][C:16]([F:17])([F:19])[C:15]([C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[N:26]([C:30]1[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=1)[N:25]=[CH:24]2)([C:13]1[N:14]=[C:10]([CH2:9][OH:8])[S:11][CH:12]=1)[OH:20]

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 594372131-[2-(tert-butyldimethylsilanyloxymethyl)thiazol-4-yl]-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol

생성물 1

HCID 59437290HCID 59437290, 화합물수율 97.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a chilled (0° C.) solution of 1-[2-(tert-butyldimethylsilanyloxymethyl)thiazol-4-yl]-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol (300 mg, 0.558 mmol) in 15 mL of THF was added tetra-n-butylammonium fluoride (0.670 mL, 1 M solution in THF, 0.67 mmol). The mixture was warmed to room temperature. After 30 minutes, the mixture was quenched with 50 mL of saturated aqueous sodium bicarbonate and extracted with three 50 mL portions of diethyl ether. The combined organic layers were washed with 20 mL of brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was chromatographed on SiO2 (0-50% ethyl acetate in hexanes) to afford 230 mg (97%) of the title compound. MS m/z 424.71 (MH+).

후처리

  1. customthe mixture was quenched with 50 mL of saturated aqueous sodium bicarbonate
  2. extractionextracted with three 50 mL portions of diethyl ether
  3. washThe combined organic layers were washed with 20 mL of brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was chromatographed on SiO2 (0-50% ethyl acetate in hexanes)

출처 및 근거

ORD 기록
ord-4196d786bad54f7a9d782c1dc2cd07a6
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658637B2

반응 노트

불러오는 중…