4-Fluorobenzoyl chloride → (S)-N-[2-(3,4-Dichlorophenyl)-4-[4-(2-oxo-piperidin-1-yl)piperidino]butyl]-N-methyl-4-fluorobenzamide

HRID 2221079ノート

反応式

HRID 2221079 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[Cl:11][C:12]1[CH:13]=[C:14]([C@@H:19]([CH2:35][NH:36][CH3:37])[CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][CH:25]([N:28]3[CH2:33][CH2:32][CH2:31][CH2:30][C:29]3=[O:34])[CH2:24][CH2:23]2)[CH:15]=[CH:16][C:17]=1[Cl:18]>ClCCl>[Cl:11][C:12]1[CH:13]=[C:14]([C@H:19]([CH2:20][CH2:21][N:22]2[CH2:23][CH2:24][CH:25]([N:28]3[CH2:33][CH2:32][CH2:31][CH2:30][C:29]3=[O:34])[CH2:26][CH2:27]2)[CH2:35][N:36]([CH3:37])[C:6](=[O:7])[C:5]2[CH:9]=[CH:10][C:2]([F:1])=[CH:3][CH:4]=2)[CH:15]=[CH:16][C:17]=1[Cl:18]

参加物

4

反応物 2

HCID 678794-Fluorobenzoyl chlorideHCID 69222215(S)-1'-[3-(3,4-dichloro-phenyl)-4-methylamino-butyl]-[1,4']bipiperidinyl-2-one

生成物 1

HCID 10186922(S)-N-[2-(3,4-Dichlorophenyl)-4-[4-(2-oxo-piperidin-1-yl)piperidino]butyl]-N-methyl-4-fluorobenzamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

4-Fluorobenzoyl chloride (0.093 mL) was reacted with (S)-1′-[3-(3,4-dichloro-phenyl)-4-methylamino-butyl]-[1,4′]bipiperidinyl-2-one (0.325 g) in dichloromethane (8 mL) overnight. The reaction was diluted with dichloromethane and washed with saturated aqueous sodium bicarbonate. The organic extracts were dried, evaporated, and purified by chromatography, with dichloromethane:methanol (gradient 97:3, 94:6) as eluent to give the title compound (0.33 g). Rf=0.41 in methylene chloride:methanol (95:5). MS: m/z=534 (M+). The product was dissolved in methanol (2 mL) and citric acid was added. The solution was concentrated and the residue was triturated with ether. The product was obtained as a white foam(0.11 g).

後処理

  1. washwashed with saturated aqueous sodium bicarbonate
  2. customThe organic extracts were dried
  3. customevaporated
  4. custompurified by chromatography, with dichloromethane

出典と根拠

ORDレコード
ord-90645ddb53d6416b9fe7a44ba52528f2
出典データセット
uspto-grants-2008_05
特許番号
US07368461B2

反応ノート

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