Pyridine → HCID 22010636、化合物

HRID 323161ノート

反応式

HRID 323161 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:37]=[CH:36][C:20]([C:21]([N:23]([CH3:35])[C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[O:30][CH2:31][CH2:32][CH2:33][OH:34])=[O:22])=[CH:19][CH:18]=3)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[N:38]1[CH:43]=[CH:42]C=[CH:40][CH:39]=1.Cl[C:45](OC1C=CC([N+]([O-])=O)=CC=1)=[O:46].[CH3:57][N:58]1CCNCC1>ClCCl>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:18]=[CH:19][C:20]([C:21]([N:23]([CH3:35])[C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[O:30][CH2:31][CH2:32][CH2:33][O:34][C:45]([N:38]4[CH2:39][CH2:40][N:58]([CH3:57])[CH2:42][CH2:43]4)=[O:46])=[O:22])=[CH:36][CH:37]=3)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 531671-MethylpiperazineHCID 821294-Nitrophenyl chloroformateHCID 22010692HCID 22010692、化合物

生成物 1

HCID 22010636HCID 22010636、化合物収率 53.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-[2-(3-hydroxypropoxy)phenyl]benzamide (300 mg) in dichloromethane (15 ml) was treated with pyridine (95.8 mg) and p-nitrophenyl chloroformate (183 mg). After 4.5 hours, 1-methylpiperazine (303 mg) was added to the reaction mixture and stirred for a further 1 hour at ambient temperature. After concentration, the residue was dissolved in ethyl acetate and washed with saturated sodium hydrogen carbonate solution and brine, dried over sodium sulfate, concentrated, and purified by silica gel column chromatography (SiO2; 30 g, 3% methanol in dichloromethane) to give 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-[2-[3-(4-methylpiperazin-1-carbonyloxy)propoxy]phenyl]benzamide (200 mg) as white amorphous.

後処理

  1. concentrationAfter concentration
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with saturated sodium hydrogen carbonate solution and brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. custompurified by silica gel column chromatography (SiO2; 30 g, 3% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-0cb9e8ba924b448686f85f3acd3001bf
出典データセット
uspto-grants-2001_04
特許番号
US06211242B1

反応ノート

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