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Hydrogen chloride-ethyl acetate → (trans)-3-Azido-4-fluoropyrrolidine

HRID 928192
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HRID 928192 반응식
[N:1]([C@H:4]1[C@H:8]([F:9])[CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5]1)=[N+:2]=[N-:3].Cl.CCOC(C)=O>CCOC(C)=O>[N:1]([C@H:4]1[C@H:8]([F:9])[CH2:7][NH:6][CH2:5]1)=[N+:2]=[N-:3]
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참가 물질

4

반응물 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 118081950trans-Tert-butyl 3-azido-4-fluoropyrrolidine-1-carboxylate

생성물 1

HCID 118073556(trans)-3-Azido-4-fluoropyrrolidine수율 126.9%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of (trans)-tert-butyl 3-azido-4-fluoropyrrolidine-1-carboxylate (25 g, 109 mmol), as prepared in step 3 of Preparation 3, in EtOAc (100 mL) was added HCl/EtOAc (50 mL) at 0-5° C. Then the mixture was stirred at rt for 4 hr. The solid was filtered and washed with petroleum ether/EtOAc (2:1, 40 mL) to give the title compound (18 g) as a gray solid, which was used directly in the next step.

후처리

  1. filtrationThe solid was filtered
  2. washwashed with petroleum ether/EtOAc (2:1, 40 mL)

출처 및 근거

ORD 기록
ord-c2d5c72fecf14a468acaea2a772f3814
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09290496B2

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