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

HRID 1739840

반응식

HRID 1739840 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 6422Trifluoroacetic acid용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-6f8a40a3c70a49db96a96dcfb63ff68c
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05968957

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