Methyl N-(triethylammoniosulfonyl)carbamate → 1-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carbonitrile

HRID 1642824ノート

反応式

HRID 1642824 の反応式
CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC.[N:16]1([C:22]([N:24]2[CH2:29][CH:28]([C:30]3[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=3)[CH2:27][CH:26]([C:40]([NH2:42])=O)[CH2:25]2)=[O:23])[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>O1CCCC1>[N:16]1([C:22]([N:24]2[CH2:29][CH:28]([C:30]3[CH:35]=[CH:34][C:33]([C:36]([F:37])([F:38])[F:39])=[CH:32][CH:31]=3)[CH2:27][CH:26]([C:40]#[N:42])[CH2:25]2)=[O:23])[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1

参加物

4

反応物 2

HCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 580024451-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxamide

生成物 1

HCID 580024921-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carbonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
70 °C

実験手順

Under argon, 3.83 g (16.1 mmol) of Burgess reagent were added to a solution of 4.42 g (11.5 mmol) of the compound from Example 82A in 208 ml of tetrahydrofuran. The mixture was stirred at 70° C. for 1 h. For work-up, the solvent was removed under reduced pressure and the residue was taken up in ethyl acetate. The organic phase was washed successively with water and saturated aqueous sodium chloride solution, dried over magnesium sulphate and concentrated. Yield: 4.19 g (99% of theory)

後処理

  1. customFor work-up, the solvent was removed under reduced pressure
  2. washThe organic phase was washed successively with water and saturated aqueous sodium chloride solution
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-50799a67b6e0458f9b92f3610d463aa0
出典データセット
uspto-grants-2012_02
特許番号
US08119663B2

反応ノート

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