Trifluoroacetic acid → HCID 71280222、化合物

HRID 246499ノート

反応式

HRID 246499 の反応式
[C:1]([NH:5][C:6]([C:8]1[C:16]2[C:11](=[N:12][CH:13]=[C:14]([N:17]3[C:25]4[C:20](=[CH:21][C:22]([C:26]([F:29])([F:28])[F:27])=[CH:23][CH:24]=4)[CH:19]=[N:18]3)[N:15]=2)[N:10](COCC[Si](C)(C)C)[CH:9]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)=O>ClCCl>[C:1]([NH:5][C:6]([C:8]1[C:16]2[C:11](=[N:12][CH:13]=[C:14]([N:17]3[C:25]4[C:20](=[CH:21][C:22]([C:26]([F:27])([F:29])[F:28])=[CH:23][CH:24]=4)[CH:19]=[N:18]3)[N:15]=2)[NH:10][CH:9]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 71279862HCID 71279862、化合物

生成物 1

HCID 71280222HCID 71280222、化合物収率 7.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of N-tert-butyl-2-(5-(trifluoromethyl)-1H-indazol-1-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (110 mg, 207 μmol) in dichloromethane (3 mL) was added trifluoroacetic acid (1 mL). After 15 h, the mixture was concentrated in vacuo, add 25 mL Jan. 10, 1960 mixture of ammonium hydroxide/methanol/dichloromethane, stir for 1 hour. concentrated in vacuo. Purification by chromatography (silica, 24 g Analogix column, 0-4% methanol containing 10% ammonium hydroxide in dichloromethane) gave 2-(5-trifluoromethyl-indazol-1-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide (6 mg, 7%). MS (M−H)−=401; 1H NMR (DMSO-d6) δ: 9.04 (s, 1H), 8.74 (d, J=9.0 Hz, 1H), 8.54 (d, J=2.8 Hz, 1H), 8.46 (s, 1H), 8.39 (d, J=2.5 Hz, 1H), 8.33 (s, 1H), 8.09 (s, 1H), 1.50 (s, 4H), 1.44 (s, 9H).

後処理

  1. concentrationthe mixture was concentrated in vacuo
  2. additionadd 25 mL Jan
  3. addition10, 1960 mixture of ammonium hydroxide/methanol/dichloromethane
  4. concentrationconcentrated in vacuo
  5. customPurification by chromatography (silica, 24 g Analogix column, 0-4% methanol containing 10% ammonium hydroxide in dichloromethane)

出典と根拠

ORDレコード
ord-1daf9863829c4b4daab837343ca68863
出典データセット
uspto-grants-2014_02
特許番号
US08658646B2

反応ノート

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