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

HRID 1426985ノート

反応式

HRID 1426985 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f65cfac8140b4df5b257a717aed865da
出典データセット
uspto-grants-2015_01
特許番号
US08933084B2

反応ノート

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