Hydrochloric Acid → (R)-5-(5-fluoro-2-methoxyphenyl)pyrrolidin-3-ol hydrochloride

HRID 1426985노트

반응식

HRID 1426985 반응식
[Si]([O:8][CH:9]1[CH2:13][N:12](C(OC(C)(C)C)=O)[C@@H:11]([C:21]2[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:22]=2[O:28][CH3:29])[CH2:10]1)(C(C)(C)C)(C)C.[ClH:30].O1CCOCC1>C(Cl)Cl>[ClH:30].[F:27][C:25]1[CH:24]=[CH:23][C:22]([O:28][CH3:29])=[C:21]([CH:11]2[NH:12][CH2:13][C@H:9]([OH:8])[CH2:10]2)[CH:26]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67470718(R)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(5-fluoro-2-methoxyphenyl)pyrrolidine-1-carboxylate

생성물 1

HCID 67470690(R)-5-(5-fluoro-2-methoxyphenyl)pyrrolidin-3-ol hydrochloride수율 98.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To solution of (R)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(5-fluoro-2-methoxyphenyl)pyrrolidine-1-carboxylate (1.01 g, 2.37 mmol) in CH2Cl2 (10 mL) at 0° C. was added 4 M HCl in dioxane (5.93 mL, 23.7 mmol). The resulting mixture was warmed to ambient temperature and stirred for 8 hours. The reaction mixture was concentrated under reduced pressure to give the crude material that was triturated with ether. The resulting solids were filtered and dried under reduced pressure to afford (R)-5-(5-fluoro-2-methoxyphenyl)pyrrolidin-3-ol hydrochloride (0.577 g, 2.33 mmol, 98.2% yield). MS (APCI) m/z=212.0 (M+H).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto give the crude material that
  3. customwas triturated with ether
  4. filtrationThe resulting solids were filtered
  5. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-f65cfac8140b4df5b257a717aed865da
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933084B2

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