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(Diethylamino)sulfur trifluoride → HCID 58674941, 화합물

HRID 2244400
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HRID 2244400 반응식
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14]O)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].C(N(S(F)(F)[F:23])CC)C>ClCCl>[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][F:23])[N:9]=1)([CH3:4])([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 19349090Tert-butyl (6-(hydroxymethyl)pyridin-2-yl)carbamate

생성물 1

HCID 58674941HCID 58674941, 화합물수율 51%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of (6-hydroxymethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (prepared as illustrated in example 135) (0.20 g, 0.90 mmol) in dichloromethane (20.00 ml) was cooled under argon to 0° C. and (diethylamino)sulfur trifluoride (DAST) (0.20 g, 1.25 mmol) was added dropwise. The resulting solution was stirred at room temperature for 30 min, then quenched by pouring the reaction mixture onto saturated sodium bicarbonate. The organic phase was separated, dried over sodium sulphate and evaporated to a orange oil, which was purified by flash chromatography (dichloromethane/ether) to yield (6-fluoromethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (0.10 g, 51%) as a colorless oil, MS (ISP): m/e=211.3 (M+H+).

후처리

  1. customquenched
  2. additionby pouring the reaction mixture onto saturated sodium bicarbonate
  3. customThe organic phase was separated
  4. dry with materialdried over sodium sulphate
  5. customevaporated to a orange oil, which
  6. customwas purified by flash chromatography (dichloromethane/ether)

출처 및 근거

ORD 기록
ord-eb4e21a2b19f4f59b89abb0ca66a9cd2
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07678815B2

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