Methanesulfonyl chloride → Methanesulfonic acid 3-fluoro-pyridin-4-ylmethyl ester

HRID 426264노트

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HRID 426264 반응식
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][OH:9].[CH3:10][S:11](Cl)(=[O:13])=[O:12]>C(Cl)Cl>[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][O:9][S:11]([CH3:10])(=[O:13])=[O:12]

참가 물질

4

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 49760376(3-Fluoropyridin-4-yl)methanol

생성물 1

HCID 59184682Methanesulfonic acid 3-fluoro-pyridin-4-ylmethyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

At 0° C. TEA (44 μl, 0.314 mmol, 2 eq.) was added to (3-fluoro-pyridin-4-yl)-methanol (20 mg, 0.157 mmol, 1 eq.) in 1 mL DCM, followed by MsCl (15 μl, 0.188 mmol, 1.2 eq.) The reaction was stirred at 0° C. for 30 minutes. HPLC and LC-MS showed reaction complete. The reaction crude was concentrated down. Ethyl acetate was added and washed with saturated NAHCO3 aqueous solution. The Ethyl acetate layer was concentrated after dried over Na2SO4 to give color oil which was used directly in next step. LC-MS shows 206.1 (M+1).

후처리

  1. customAt 0° C
  2. customreaction complete
  3. customThe reaction crude
  4. concentrationwas concentrated down
  5. additionEthyl acetate was added
  6. washwashed with saturated NAHCO3 aqueous solution
  7. concentrationThe Ethyl acetate layer was concentrated
  8. dry with materialafter dried over Na2SO4
  9. customto give color oil which

출처 및 근거

ORD 기록
ord-a2a76b2d4c90488491a4697cea22b872
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08106064B2

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