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Ammonium formate → 1-(Pyrimidin-4-yl)-4-(1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)piperidine-4-carboxylic acid ethyl ester

HRID 412537
ノート
印刷プレビュー

反応式

HRID 412537 の反応式
C(OC([N:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][C:15]([O:21][CH2:22][C:23]3([C:36]([O:38][CH2:39][CH3:40])=[O:37])[CH2:28][CH2:27][N:26]([C:29]4[CH:34]=[CH:33][N:32]=[C:31](Cl)[N:30]=4)[CH2:25][CH2:24]3)=[CH:16][CH:17]=2)[CH2:12]1)=O)C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[C].[Pd]>[CH2:39]([O:38][C:36]([C:23]1([CH2:22][O:21][C:15]2[CH:14]=[C:13]3[C:18]([CH2:19][CH2:20][NH:11][CH2:12]3)=[CH:17][CH:16]=2)[CH2:28][CH2:27][N:26]([C:29]2[CH:34]=[CH:33][N:32]=[CH:31][N:30]=2)[CH2:25][CH2:24]1)=[O:37])[CH3:40]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 114104597-[1-(2-Chloropyrimidin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester

生成物 1

HCID 600641441-(Pyrimidin-4-yl)-4-(1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)piperidine-4-carboxylic acid ethyl ester収率 146.3%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒
HCID 702
Ethanol
溶媒

実験手順

To a solution of 7-[1-(2-chloropyrimidin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester (263 mg) in ethanol(5 ml) were added 7.5% palladium carbon (120 mg) and ammonium formate (200 mg) with ice-cooling, and the mixture was stirred under reflux for 30 min. After completion of the reaction, the solvent was evaporated and water was added to the obtained residue. The mixture was extracted with chloroform and the organic layer was washed with aqueous sodium hydrogencarbonate solution and dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was dried under reduced pressure to give the title compound (270 mg).

後処理

  1. temperaturecooling
  2. temperatureunder reflux for 30 min
  3. customAfter completion of the reaction
  4. customthe solvent was evaporated
  5. additionwater was added to the obtained residue
  6. extractionThe mixture was extracted with chloroform
  7. washthe organic layer was washed with aqueous sodium hydrogencarbonate solution
  8. dry with materialdried over anhydrous sodium sulfate
  9. customThe solvent was evaporated
  10. customthe residue was dried under reduced pressure

出典と根拠

ORDレコード
ord-0cdff6e4f60d46478f28e1fc8817b0e5
出典データセット
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06562828B1

反応ノート

読み込み中…

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