Tetrabutylammonium Fluoride → HCID 59577355、化合物

HRID 1773408ノート

反応式

HRID 1773408 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-ee4952121335483db6fe924c05ddbfd9
出典データセット
uspto-grants-2016_02
特許番号
US09255087B2

反応ノート

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