Hydrochloric Acid → HCID 53256257, 화합물

HRID 226341노트

반응식

HRID 226341 반응식
C(OC(=O)[NH:7][CH:8]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[CH2:9]1)(C)(C)C.[ClH:22]>CO.CCOC(C)=O>[ClH:22].[ClH:22].[F:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][N:10]2[CH2:11][CH2:12][C@@H:8]([NH2:7])[CH2:9]2)=[CH:19][CH:18]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 22046331(R)-tert-Butyl (1-(4-fluorobenzyl)pyrrolidin-3-yl)carbamate

생성물 1

HCID 53256257HCID 53256257, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

반응 조건

온도
25 °C

실험 절차

To a solution of (3R)-(+)-3-(tert-butoxycarbonylamino)pyrrolidine (5.0 g) in DMF (50 ml) was added 4-fluorobenzoylchloride (3.38 ml) and N,N-diisopropylethylamine (9.35 ml), the mixture was stirred at 70° C. for 2 hours. The mixed solution was poured into a mixture of water (300 ml) and AcOEt (300 ml). The organic layer was separated, washed with water twice and brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography eluted with 5% MeOH in dichloromethane to give [1-(4-fluoro-benzyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (6.8 g). To a solution of [1-(4-fluoro-benzyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (6.8 g) in MeOH(34 ml) was treated with 4N HCl in AcOEt (29 ml) and was stirred at 25° C. for 12 hours. The solvent was removed under reduced pressure. Recrystallization (acetonitrile-MeOH) provided (3R)-1-(4-fluorobenzyl)-3-pyrrolidinamine dihydrochloride as white solid (3.77 g).

후처리

  1. customThe solvent was removed under reduced pressure
  2. customRecrystallization (acetonitrile-MeOH)

출처 및 근거

ORD 기록
ord-e21c939a205a4676ba92d9f48a0420ca
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557127B2

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