Tetrabutylammonium Fluoride → HCID 59577355, 화합물

HRID 512973노트

반응식

HRID 512973 반응식
[Si]([O:8][CH2:9][CH2:10][NH:11][C:12]1[CH:38]=[C:37]([N:39]2[CH2:44][CH2:43][N:42]([CH3:45])[CH2:41][CH2:40]2)[CH:36]=[CH:35][C:13]=1[C:14]([NH:16][C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[C:23]([CH2:26][C:27]3[CH:32]=[C:31]([F:33])[CH:30]=[C:29]([F:34])[CH:28]=3)[CH:24]=2)[NH:19][N:18]=1)=[O:15])(C(C)(C)C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[F:33][C:31]1[CH:32]=[C:27]([CH:28]=[C:29]([F:34])[CH:30]=1)[CH2:26][C:23]1[CH:24]=[C:25]2[C:20](=[CH:21][CH:22]=1)[NH:19][N:18]=[C:17]2[NH:16][C:14](=[O:15])[C:13]1[CH:35]=[CH:36][C:37]([N:39]2[CH2:40][CH2:41][N:42]([CH3:45])[CH2:43][CH2:44]2)=[CH:38][C:12]=1[NH:11][CH2:10][CH2:9][OH:8]

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 68671892HCID 68671892, 화합물

생성물 1

HCID 59577355HCID 59577355, 화합물수율 79.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]-N-[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]-4-(4-methylpiperazin-1-yl)benzamide (126 mg, 0.2 mmol) was dissolved in dry THF (3 mL) and 1M TBAF in THF (0.24 mL) was added at 0° C. The resulting solution was stirred overnight at room temperature. Reaction was quenched with water and extracted with ethyl acetate. Collected organic phases were dried over Na2SO4, filtered and evaporated to dryness. Residue was purified by column chromatography over silica gel (DCM/EtOH/NH3 5N in MeOH=85/15/1) affording 83 mg of title compound.

후처리

  1. customReaction
  2. customwas quenched with water
  3. extractionextracted with ethyl acetate
  4. dry with materialCollected organic phases were dried over Na2SO4
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customResidue was purified by column chromatography over silica gel (DCM/EtOH/NH3 5N in MeOH=85/15/1)

출처 및 근거

ORD 기록
ord-850c79d20d654181921dbe338f78e8c7
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102662B2

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