Potassium Carbonate → 3-(3-Pyridyl)-1-propyl pyrrolidine-2-carboxylate

HRID 1739840

反応式

HRID 1739840 の反応式
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[C:13]([O:15][CH2:16][CH2:17][CH2:18][C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)=[O:14])=O)(C)(C)C.C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl.FC(F)(F)C(O)=O>[NH:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[C:13]([O:15][CH2:16][CH2:17][CH2:18][C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)=[O:14]

参加物

5

反応物 2

HCID 11430Potassium CarbonateHCID 538856423-(3-Pyridyl)-1-propyl N-(tert-butyloxycarbonyl)pyrrolidine-2-carboxylate

生成物 1

HCID 154276663-(3-Pyridyl)-1-propyl pyrrolidine-2-carboxylate収率 77%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

A solution of 3-(3-pyridyl)-1-propyl N-(tert-butyloxycarbonyl)pyrrolidine-2-carboxylate (3.0 g; 8.9 mmol) in methylene chloride (40 mL) and trifluoroacetic acid (8 mL) was stirred at room temperature for three hours. Saturated potassium carbonate was added until the pH was basic, and the reaction mixture was extracted with methylene chloride (3×). The combined organic extracts were dried and concentrated to yield 1.60 g (77%) of the free amine as a thick oil, 1H NMR (300 MHz, CDCl3): δ 1.71-2.09 (m, 6H); 2.63 (m, 2H); 2.86 (m, 1H); 2.94 (m, 1H); 3.71 (m, 1H); 4.11 (m, 2H); 7.18 (m, 1H); 7.45 (m, 1H); 8.41 (m, 2H).

後処理

  1. extractionthe reaction mixture was extracted with methylene chloride (3×)
  2. customThe combined organic extracts were dried
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-6f8a40a3c70a49db96a96dcfb63ff68c
出典データセット
uspto-grants-1999_10
特許番号
US05968957

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