Triethylamine → HCID 67959705、化合物

HRID 1529297ノート

反応式

HRID 1529297 の反応式
Cl[C:2]1[N:7]=[C:6]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17]4[C:22]([F:23])=[CH:21][CH:20]=[CH:19][C:18]=4[F:24])[CH:15]=3)[N:10](C(OC(C)(C)C)=O)[CH:9]=2)[CH:5]=[N:4][CH:3]=1.CC[N:34]([CH2:37][CH3:38])[CH2:35][CH3:36].[CH3:39][N:40]1C(=O)CCC1>C(Cl)Cl.O>[F:23][C:22]1[CH:21]=[CH:20][CH:19]=[C:18]([F:24])[C:17]=1[C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[NH:10][CH:9]=[C:8]2[C:6]1[N:7]=[C:2]([N:34]2[CH2:35][CH2:36][CH:39]([NH2:40])[CH2:38][CH2:37]2)[CH:3]=[N:4][CH:5]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 13387N-methyl-2-pyrrolidoneHCID 86709767HCID 86709767、化合物

生成物 1

HCID 67959705HCID 67959705、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
150 °C

実験手順

A glass microwave reaction vessel was charged with tert-butyl 3-(6-chloropyrazin-2-yl)-5-(2,6-difluorophenyl)-1H-indole-1-carboxylate (50.0 mg, 0.113 mmol) and 4-boc-amino-1-piperidine (34.0 mg, 0.170 mmol) in NMP (0.6 mL), followed by Et3N (0.047 mL, 0.339 mmol). The reaction mixture was stirred and heated in an oil bath at 150° C. for 16 h, and then the mixture was diluted with DCM and water. The organic layer was separated, dried over Na2SO4, filtered and concentrated. The residue was dissolved in DCM (2 mL) and treated with TFA (0.5 mL). The reaction mixture was stirred at RT for 2 h, and solvent was removed. The residue was purified with RP-HPLC to give 1-(6-(5-(2,6-difluorophenyl)-1H-indol-3-yl)pyrazin-2-yl)piperidin-4-amine as a brown solid. MS (ESI, pos. ion) m/z: 406 (M+1).

後処理

  1. customA glass microwave reaction vessel
  2. customThe organic layer was separated
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. dissolutionThe residue was dissolved in DCM (2 mL)
  7. additiontreated with TFA (0.5 mL)
  8. stirringThe reaction mixture was stirred at RT for 2 h
  9. customsolvent was removed
  10. customThe residue was purified with RP-HPLC

出典と根拠

ORDレコード
ord-c19067c2b6d1447bb7a65f73b4e59bad
出典データセット
uspto-grants-2015_07
特許番号
US09090593B2

反応ノート

読み込み中…