Tetrabutylammonium Fluoride → HCID 59577355、化合物

HRID 512973ノート

反応式

HRID 512973 の反応式
[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]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 68671892HCID 68671892、化合物

生成物 1

HCID 59577355HCID 59577355、化合物収率 79.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-850c79d20d654181921dbe338f78e8c7
出典データセット
uspto-grants-2015_08
特許番号
US09102662B2

反応ノート

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