Potassium Carbonate → 3-(4-Chloro-benzylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 242666

반응식

HRID 242666 반응식
[NH2:1][C@@H:2]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:3]1.[Cl:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19]Br)=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[C:10]([O:9][C:7]([N:4]1[CH2:5][CH2:6][CH:2]([NH:1][CH2:19][C:18]2[CH:21]=[CH:22][C:15]([Cl:14])=[CH:16][CH:17]=2)[CH2:3]1)=[O:8])([CH3:13])([CH3:12])[CH3:11]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 693291-(Bromomethyl)-4-chlorobenzeneHCID 854070(R)-(+)-1-Boc-3-aminopyrrolidine

생성물 1

HCID 667576703-(4-Chloro-benzylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

(R)-3-amino-1-N-Boc pyrrolidine (1.0 eq, 2.68 mmol), 4-chlorobenzyl bromide (1.0 eq, 2.68 mmol), and potassium carbonate (1.75 eq) were mixed in ethanol (10 mL) and the resulting mixture was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo, taken up in ethyl acetate, filtered and concentrated. The crude product was purified by flash chromatography on silica using ethyl acetate.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customThe crude product was purified by flash chromatography on silica

출처 및 근거

ORD 기록
ord-1943e3afa75146d8b29b7c9408767e0b
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653096B2

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