Triethylamine → (S)-(3-(1-(2,2-Difluoro-2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)acetyl)pyrrolidin-2-yl)isoxazol-5-yl)methyl methanesulfonate

HRID 710036ノート

反応式

HRID 710036 の反応式
CCOC(C)=O.[F:7][C:8]([F:34])([C:23]1([OH:33])[CH2:28][C:27]([CH3:30])([CH3:29])[CH2:26][C:25]([CH3:32])([CH3:31])[CH2:24]1)[C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[C:16]1[CH:20]=[C:19]([CH2:21][OH:22])[O:18][N:17]=1)=[O:10].CCN(CC)CC.[CH3:42][S:43](Cl)(=[O:45])=[O:44]>O>[CH3:42][S:43]([O:22][CH2:21][C:19]1[O:18][N:17]=[C:16]([C@@H:12]2[CH2:13][CH2:14][CH2:15][N:11]2[C:9](=[O:10])[C:8]([F:7])([F:34])[C:23]2([OH:33])[CH2:24][C:25]([CH3:32])([CH3:31])[CH2:26][C:27]([CH3:30])([CH3:29])[CH2:28]2)[CH:20]=1)(=[O:45])=[O:44]

参加物

6

反応物 4

HCID 8471Triethylamine2 回HCID 8857Ethyl AcetateHCID 31297Methanesulfonyl chloride2 回HCID 86706747(S)-2,2-Difluoro-2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)-1-(2-(5-(hydroxymethyl)isoxazol-3-yl)pyrrolidin-1-yl)ethanone

生成物 1

HCID 86706749(S)-(3-(1-(2,2-Difluoro-2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)acetyl)pyrrolidin-2-yl)isoxazol-5-yl)methyl methanesulfonate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To an AcOEt (3 mL) solution of the compound (45 mg) obtained in Example 3-(4) and Et3N (31 μL), MsCl (13 μL) was added at 0° C. and after stirring the mixture for 30 minutes, MsCl (13 μL) was added and the mixture was stirred at 0° C. for 30 minutes, followed by addition of Et3N (31 μL) and stirring at 0° C. for 2.5 hours. The reaction mixture was added to water (50 mL) and the organic layer extracted with AcOEt (50 mL) was dried (MgSO4), filtered and concentrated to give the titled compound (58 mg, colorless oil.)

後処理

  1. stirringthe mixture was stirred at 0° C. for 30 minutes
  2. stirringstirring at 0° C. for 2.5 hours
  3. extractionthe organic layer extracted with AcOEt (50 mL)
  4. dry with materialwas dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-3eb44b70f7854e7081166ab2b5d42f8f
出典データセット
uspto-grants-2015_11
特許番号
US09181229B2

反応ノート

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