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

HRID 1760718ノート

反応式

HRID 1760718 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-c80dac76f5f64394a86211cef853d7b4
出典データセット
uspto-grants-2005_01
特許番号
US06844362B2

反応ノート

読み込み中…