Hydrochloric Acid → Methyl 5-((2R)-2-{[(1R)-1-phenylethyl]amino]propyl)-1H-indole-2-carboxylate

HRID 722773노트

반응식

HRID 722773 반응식
[C:1]1([C@H:7]([NH:9][C@H:10]([CH3:32])[CH2:11][C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[N:17](C(OC(C)(C)C)=O)[C:16]([C:28]([O:30][CH3:31])=[O:29])=[CH:15]3)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>CO>[C:1]1([C@H:7]([NH:9][C@H:10]([CH3:32])[CH2:11][C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[NH:17][C:16]([C:28]([O:30][CH3:31])=[O:29])=[CH:15]3)[CH3:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 599792771-tert-butyl 2-methyl 5-((2R)-2-{[(1R)-1-phenylethyl]amino}propyl)-1H-indole-1,2-dicarboxylate

생성물 1

HCID 59979291Methyl 5-((2R)-2-{[(1R)-1-phenylethyl]amino]propyl)-1H-indole-2-carboxylate수율 59.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 1-tert-butyl 2-methyl 5-((2R)-2-{[(1R)-1-phenylethyl]amino}propyl)-1H-indole-1,2-dicarboxylate (Preparation 16, 20.48 g, 46.9 mmol) was treated with 4M hydrogen chloride in methanol and the resulting solution left to stir at room temperature for 16 hours and then heated at 50° C. for a further 2 hours. The solvent was removed in vacuo to give a solid which was crystallised from a mixture of methanol (125 ml) and diisopropylether (50 ml) to give the title compound as a colourless crystalline solid (9.34 g, d.e.>98% as determined by 1H NMR).

후처리

  1. waitthe resulting solution left
  2. temperatureheated at 50° C. for a further 2 hours
  3. customThe solvent was removed in vacuo
  4. customto give a solid which
  5. customwas crystallised from a mixture of methanol (125 ml) and diisopropylether (50 ml)

출처 및 근거

ORD 기록
ord-2d9ae81fd1c7400199a28c22b51347ad
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138527B2

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