Triethylamine → HCID 67959705, 화합물

HRID 1529297노트

반응식

HRID 1529297 반응식
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

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 13387N-methyl-2-pyrrolidoneHCID 86709767HCID 86709767, 화합물

생성물 1

HCID 67959705HCID 67959705, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
150 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-c19067c2b6d1447bb7a65f73b4e59bad
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09090593B2

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