Trifluoroacetic acid → Trifluoroacetic acid

HRID 1529353ノート

反応式

HRID 1529353 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14](C1CCCCO1)[N:13]=[C:12]2[C:24]1[N:29]=[C:28]([O:30][C@H:31]2[CH2:38][N:37](C(OC(C)(C)C)=O)[CH2:36][CH2:35][C:32]32[CH2:34][CH2:33]3)[CH:27]=[N:26][CH:25]=1.[C:46]([OH:52])([C:48]([F:51])([F:50])[F:49])=[O:47]>C(Cl)Cl>[CH2:34]1[C:32]2([CH2:35][CH2:36][NH:37][CH2:38][C@@H:31]2[O:30][C:28]2[N:29]=[C:24]([C:12]3[C:11]4[C:15](=[CH:16][CH:17]=[C:9]([C:3]5[C:4]([F:8])=[CH:5][CH:6]=[CH:7][C:2]=5[F:1])[CH:10]=4)[NH:14][N:13]=3)[CH:25]=[N:26][CH:27]=2)[CH2:33]1.[C:46]([OH:52])([C:48]([F:51])([F:50])[F:49])=[O:47]

参加物

5

反応物 2

HCID 6422Trifluoroacetic acidHCID 67959729HCID 67959729、化合物

生成物 2

HCID 6422Trifluoroacetic acid収率 55.3%HCID 67960061HCID 67960061、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (4R)-tert-butyl 4-(6-(5-(2,6-difluorophenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)pyrazin-2-yloxy)-6-azaspiro[2.5]octane-6-carboxylate (0.983 g, 1.591 mmol) in 8 mL DCM was added TFA (3.68 mL, 47.7 mmol). After 6 h at RT, the orange reaction was placed in the freezer overnight, and in the morning was warmed and stirred at RT for 3 h. The reaction was concentrated in vacuo, then taken up in DMSO (6 mL total), filtered, and purified by RPHPLC, 20-70% ACN/H2O with 0.1% TFA; product-containing fractions were combined and concentrated in vacuo to give (R)-3-(6-(6-azaspiro[2.5]octan-4-yloxy)pyrazin-2-yl)-5-(2,6-difluorophenyl)-1H-indazole*1.5 TFA (0.530 g, 0.88 mmol, 55% yield) yellow solid: MS (ESI, pos. ion) m/z: 434 (M+1).

後処理

  1. customthe orange reaction
  2. customwas placed in the freezer overnight
  3. temperaturein the morning was warmed
  4. concentrationThe reaction was concentrated in vacuo
  5. filtrationfiltered
  6. custompurified by RPHPLC, 20-70% ACN/H2O with 0.1% TFA
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-ebcc140ade1846b18ed02321e0fea3af
出典データセット
uspto-grants-2015_07
特許番号
US09090593B2

反応ノート

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