Dichloromethane → Dimethyl (2s,3s,5s)-5-methoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

HRID 61474ノート

反応式

HRID 61474 の反応式
[CH3:1][O:2][C@@H:3]1[CH2:8][NH:7][C@H:6]([C:9]([N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:13][CH2:12]2)=[O:10])[C@@H:5]([C:23]([O:25][CH3:26])=[O:24])[CH2:4]1.C(Cl)Cl.Cl[C:31]([O:33][CH3:34])=[O:32]>CN(C)C1C=CN=CC=1>[CH3:1][O:2][C@@H:3]1[CH2:8][N:7]([C:31]([O:33][CH3:34])=[O:32])[C@H:6]([C:9]([N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:13][CH2:12]2)=[O:10])[C@@H:5]([C:23]([O:25][CH3:26])=[O:24])[CH2:4]1

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 6586Methyl chloroformateHCID 67304478Methyl (2s,3s,5s)-5-methoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxylate

生成物 1

HCID 67304314Dimethyl (2s,3s,5s)-5-methoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

試薬・触媒・溶媒 1

HCID 142844-(Dimethylamino)pyridine触媒

実験手順

To a mixture of methyl(2S,3S,5S)-5-methoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxylate (0.0233 g, 0.0000645 mol) and 4-dimethylaminopyridine (0.0118 g, 0.0000967 mol) in methylene chloride (1.00 mL, 0.0156 mol) was added methyl chloroformate (0.00648 mL, 0.0000838 mol). The reaction was stirred at rt overnight. After quenched with aq. sodium bicaronate, the reaction was extracted with ethyl acetate. The combined organic layers were washed with brine, dried, concentrated to dry. The resulting residue was used directly in next step. MS (ESI): (M+H)+=420.2.

後処理

  1. customAfter quenched with aq. sodium bicaronate
  2. extractionthe reaction was extracted with ethyl acetate
  3. washThe combined organic layers were washed with brine
  4. customdried
  5. concentrationconcentrated
  6. customto dry

出典と根拠

ORDレコード
ord-11bc39fb4e5d41da9dd49d4b36931e4f
出典データセット
uspto-grants-2016_09
特許番号
US09440958B2

反応ノート

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