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

HRID 404386ノート

反応式

HRID 404386 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-a0bd8014e75649c5a29711fc5cfb1cf9
出典データセット
uspto-grants-2014_06
特許番号
US08748462B2

反応ノート

読み込み中…