Oxonium, triethyl-, hexafluorophosphate(1-) (1:1) → ethyl (2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidinecarboximidate

HRID 397665ノート

反応式

HRID 397665 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][C@H:12]2[C:17]([NH2:19])=[O:18])(=[O:10])=[O:9])=[CH:4][CH:3]=1.F[P-](F)(F)(F)(F)F.[CH2:27]([O+](CC)CC)[CH3:28]>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][C@H:12]2[C:17](=[NH:19])[O:18][CH2:27][CH3:28])(=[O:10])=[O:9])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 167684Oxonium, triethyl-, hexafluorophosphate(1-) (1:1)HCID 8402010(2S)-1-[(4-Fluorophenyl)sulfonyl]-2-piperidinecarboxamide

生成物 1

HCID 57097015ethyl (2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidinecarboximidate収率 92.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

(2S)-1-[(4-Fluorophenyl)sulfonyl]-2-piperidinecarboxamide (286 mg) [see Preparation 40] was added to a solution of triethyloxonium hexafluorophosphate (304 mg) in dichloromethane (5 ml). The reaction mixture was stirred at room temperature for 18 hours after which time the mixture was diluted with dichloromethane and washed with saturated aqueous sodium hydrogen carbonate solution. The organic layer was separated, dried over magnesium sulphate and the solvent was removed under reduced pressure to afford ethyl (2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidinecarboximidate (290 mg).

後処理

  1. washwashed with saturated aqueous sodium hydrogen carbonate solution
  2. customThe organic layer was separated
  3. dry with materialdried over magnesium sulphate
  4. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-d61357ce9d34439fa98d3b9052b5191a
出典データセット
uspto-grants-2003_08
特許番号
US06610707B1

反応ノート

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