Methanesulfonyl chloride → Methanesulfonic acid 2'-fluoro-5'-methoxy-2-(1-methoxy-cyclopentyl)-biphenyl-4-ylmethyl ester

HRID 404386노트

반응식

HRID 404386 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][OH:17])=[CH:12][C:11]=1[C:18]1([O:23][CH3:24])[CH2:22][CH2:21][CH2:20][CH2:19]1.[CH3:25][S:26](Cl)(=[O:28])=[O:27]>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][O:17][S:26]([CH3:25])(=[O:28])=[O:27])=[CH:12][C:11]=1[C:18]1([O:23][CH3:24])[CH2:19][CH2:20][CH2:21][CH2:22]1

참가 물질

4

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 57706279[2'-Fluoro-5'-methoxy-2-(1-methoxy-cyclopentyl)-biphenyl-4-yl]-methanol

생성물 1

HCID 58379877Methanesulfonic acid 2'-fluoro-5'-methoxy-2-(1-methoxy-cyclopentyl)-biphenyl-4-ylmethyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 20.6 (30 mg, 91 mmol) in 1 mL of DCM at 0° C., was added TEA (11 mg, 109 μmol) followed by methanesulfonyl chloride (12 mg, 109 mmol). The mixture was stirred at room temperature for 30 minutes. The reaction was then quenched with water and extracted with EtOAc. The organic layers were combined, washed with water and brine and then dried over anhydrous sodium sulfate. After filtration, the organic solvent was removed in vacuo to give the product as a residue which was used without further purification. MS ESI m/e: 409.1 (M+H)+.

후처리

  1. customThe reaction was then quenched with water
  2. extractionextracted with EtOAc
  3. washwashed with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationAfter filtration
  6. customthe organic solvent was removed in vacuo
  7. customto give the product as a residue which
  8. customwas used without further purification

출처 및 근거

ORD 기록
ord-a0bd8014e75649c5a29711fc5cfb1cf9
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748462B2

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