4-[6-(2-Isopropoxy-phenyl)-pyrimidin-4-ylcarbamoyl]-piperidine-1-carboxylic acid benzyl ester → Piperidine-4-carboxylic acid [6-(2-isopropoxy-phenyl)-pyrimidin-4-yl]-amide

HRID 1020038노트

반응식

HRID 1020038 반응식
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([C:17](=[O:35])[NH:18][C:19]2[CH:24]=[C:23]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[O:31][CH:32]([CH3:34])[CH3:33])[N:22]=[CH:21][N:20]=2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>CO.[Pd]>[CH:32]([O:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[C:23]1[N:22]=[CH:21][N:20]=[C:19]([NH:18][C:17]([CH:14]2[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]2)=[O:35])[CH:24]=1)([CH3:34])[CH3:33]

참가 물질

4

반응물 1

HCID 595090864-[6-(2-Isopropoxy-phenyl)-pyrimidin-4-ylcarbamoyl]-piperidine-1-carboxylic acid benzyl ester

생성물 1

HCID 59509009Piperidine-4-carboxylic acid [6-(2-isopropoxy-phenyl)-pyrimidin-4-yl]-amide수율 52.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

4-[6-(2-lsopropoxy-phenyl)-pyrimidin-4-ylcarbamoyl]-piperidine-1-carboxylic acid benzyl ester (XIII) (0.32 g, 0.67 mmol) was dissolved in methanol (20 ml) and 10% Pd/C (0.17 g) was added under an atmosphere of nitrogen. The reaction was stirred at room temperature under hydrogen balloon pressure for 18 hours. The catalyst was removed from reaction mixture by filtration through a celite bed and the filtrate was evaporated to dryness. Then the crude product was triturated with dry diethyl ether (10 mL) and the resulting solid was filtered to obtain piperidine-4-carboxylic acid [6-(2-isopropoxy-phenyl)-pyrimidin-4-yl]-amide (compound #7A) (0.12 g, 52%) as a white solid.

후처리

  1. customThe catalyst was removed from reaction mixture by filtration through a celite bed
  2. customthe filtrate was evaporated to dryness
  3. customThen the crude product was triturated with dry diethyl ether (10 mL)
  4. filtrationthe resulting solid was filtered

출처 및 근거

ORD 기록
ord-286ab5dd8b5c4d8a91bfd5b2afdc8f84
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716296B2

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