Hydrochloric Acid → (S)-2-Amino-2-(5-fluoropyridin-2-yl)ethan-1-ol dihydrochloride

HRID 539097노트

반응식

HRID 539097 반응식
[Si]([O:8][CH2:9][C@@H:10]([NH:18][S@](C(C)(C)C)=O)[C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][N:12]=1)(C(C)(C)C)(C)C.[ClH:25]>CO.O>[ClH:25].[ClH:25].[NH2:18][C@@H:10]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][N:12]=1)[CH2:9][OH:8]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 67033342(S)-N-((S)-2-(tert-butyldimethylsilyloxy)-1-(5-fluoropyridin-2-yl)ethyl)-2-methylpropane-2-sulfinamide

생성물 1

HCID 67033052(S)-2-Amino-2-(5-fluoropyridin-2-yl)ethan-1-ol dihydrochloride수율 100%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of (S)—N—((S)-2-(tert-butyldimethylsilyloxy)-1-(5-fluoropyridin-2-yl)ethyl)-2-methylpropane-2-sulfinamide (16 g, 43 mmol) in methanol (300 mL) was added hydrogen chloride (53 mL, 210 mmol) (4M in dioxanes) and the reaction stirred at room temperature for 2 hours. The reaction was concentrated in vacuo and the material taken up in water (200 mL) and washed with dichloromethane (200 mL) to give (S)-2-amino-2-(5-fluoropyridin-2-yl)ethanol bis-hydrochloride (9.8 g, 43 mmol) as a solution in water. The solution was used crude in the next reaction.

후처리

  1. concentrationThe reaction was concentrated in vacuo
  2. washwashed with dichloromethane (200 mL)

출처 및 근거

ORD 기록
ord-c13137eb3cb64cd1b7064449458dbc33
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865726B2

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