Oxalic Acid → HCID 131723844、化合物

HRID 1264647ノート

反応式

HRID 1264647 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]([NH:14][CH2:15][C@H:16]2[CH2:21][CH2:20][NH:19][CH2:18][C@H:17]2[O:22][CH3:23])=[O:13])[C:5]2[O:10][CH2:9][CH2:8][O:7][C:6]=2[CH:11]=1.[C:24]([OH:29])(=[O:28])[C:25]([OH:27])=[O:26]>CC(O)C>[C:24]([OH:29])(=[O:28])[C:25]([OH:27])=[O:26].[Cl:1][C:2]1[CH:3]=[C:4]([C:12]([NH:14][CH2:15][C@H:16]2[CH2:21][CH2:20][NH:19][CH2:18][C@H:17]2[O:22][CH3:23])=[O:13])[C:5]2[O:10][CH2:9][CH2:8][O:7][C:6]=2[CH:11]=1

参加物

4

反応物 2

HCID 971Oxalic AcidHCID 69419669HCID 69419669、化合物

生成物 1

HCID 131723844HCID 131723844、化合物

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A mixture of ethyl 4-[[[(7-chloro-2,3-dihydro-1,4-benzodioxin-5-yl)carbonyl]-amino]methyl]-3-methoxy-1-piperidinecarboxylate (0.051 mol) and potassium hydroxide (0.5 mol) in ethanol (200 ml) was stirred and refluxed for 30 hours and then cooled. The solvent was evaporated. The residue was dissolved in water and the solvent was evaporated again. The residue was partitioned between DCM and water. The organic layer was separated, dried, filtered, and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent : CH2Cl2/(CH3OH/NH3)93/7). The pure fractions were collected and the solvent was evaporated, yielding 9 g of (cis)-7-chloro-2,3-dihydro-N-[(3-methoxy-4-piperidinyl)methyl]-1,4-benzodioxin-5-carboxamide (interm. 3-i). Part of interm. (3-i) was dissolved in 2-propanol and converted into the ethanedioic acid salt (1:1). The precipitate was filtered off and dried, yielding 1.2 g of (cis)-7-chloro-2,3-dihydro-N-[(3-methoxy4-piperidinyl)methyl]-1,4-benzodioxin-5-carboxamide ethanedioate (1:1) (interm. 3-j, mp. 208° C.).

後処理

  1. filtrationThe precipitate was filtered off
  2. customdried

出典と根拠

ORDレコード
ord-75804d426ef84642a38abc86cdb028fa
出典データセット
uspto-grants-2003_04
特許番号
US06544997B1

反応ノート

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