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(Diethylamino)sulfur trifluoride → N-Cyclopropyl-N-[1-(2-fluoro-2-methyl-propyl)-piperidin-4-yl]-4-oxazol-5-yl-benzamide

HRID 1424538
ノート
印刷プレビュー

反応式

HRID 1424538 の反応式
C(N(S(F)(F)[F:7])CC)C.[CH:10]1([N:13]([CH:27]2[CH2:32][CH2:31][N:30]([CH2:33][C:34](O)([CH3:36])[CH3:35])[CH2:29][CH2:28]2)[C:14](=[O:26])[C:15]2[CH:20]=[CH:19][C:18]([C:21]3[O:25][CH:24]=[N:23][CH:22]=3)=[CH:17][CH:16]=2)[CH2:12][CH2:11]1.C([O-])(O)=O.[Na+]>ClCCl>[CH:10]1([N:13]([CH:27]2[CH2:32][CH2:31][N:30]([CH2:33][C:34]([F:7])([CH3:36])[CH3:35])[CH2:29][CH2:28]2)[C:14](=[O:26])[C:15]2[CH:20]=[CH:19][C:18]([C:21]3[O:25][CH:24]=[N:23][CH:22]=3)=[CH:17][CH:16]=2)[CH2:12][CH2:11]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 123472(Diethylamino)sulfur trifluorideHCID 516892Sodium BicarbonateHCID 86709612N-Cyclopropyl-N-[1-(2-hydroxy-2-methyl-propyl)-piperidin-4-yl]-4-oxazol-5-yl-benzamide

生成物 1

HCID 73053140N-Cyclopropyl-N-[1-(2-fluoro-2-methyl-propyl)-piperidin-4-yl]-4-oxazol-5-yl-benzamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Diethylaminosulfur trifluoride (57 μL) is added drop wise to N-cyclopropyl-N-[1-(2-hydroxy-2-methyl-propyl)-piperidin-4-yl]-4-oxazol-5-yl-benzamide (83 mg) in dry dichloromethane (12 mL) at −78° C. and the reaction mixture is stirred at this temperature for 2 h. The mixture is poured on aqueous NaHCO3 solution (15 mL) and the aqueous phase is extracted with dichloromethane. The combined extracts are washed with brine, dried over MgSO4 and concentrated in vacuo. The solid residue is triturated with diisopropyl ether, filtered off, and dried to give the title compound. LC (method 2): tR=1.10 min; Mass spectrum (ESI+): m/z =386 [M+H]+.

後処理

  1. extractionthe aqueous phase is extracted with dichloromethane
  2. washThe combined extracts are washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe solid residue is triturated with diisopropyl ether
  6. filtrationfiltered off
  7. customdried

出典と根拠

ORDレコード
ord-f7f351e83b474d7882c82086ee1d49ac
出典データセット
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08927726B2

反応ノート

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