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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
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인쇄 미리보기

반응식

HRID 412537 반응식
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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매
HCID 702
Ethanol
용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0cdff6e4f60d46478f28e1fc8817b0e5
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06562828B1

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