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

HRID 1020040노트

반응식

HRID 1020040 반응식
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([C:17](=[O:36])[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][CH2:32][CH:33]3[CH2:35][CH2:34]3)[N:22]=[CH:21][N:20]=2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>CO.[Pd]>[CH:33]1([CH2:32][O:31][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[C:23]2[N:22]=[CH:21][N:20]=[C:19]([NH:18][C:17]([CH:14]3[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]3)=[O:36])[CH:24]=2)[CH2:34][CH2:35]1

참가 물질

4

반응물 1

HCID 595090134-[6-(2-Cyclopropylmethoxy-phenyl)-pyrimidin-4-ylcarbamoyl]-piperidine-1-carboxylic acid benzyl ester

생성물 1

HCID 59508986Piperidine-4-carboxylic acid [6-(2-cyclopropylmethoxy-phenyl)-pyrimidin-4-yl]-amide수율 37.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

4-[6-(2-Cyclopropylmethoxy-phenyl)-pyrimidin-4-ylcarbamoyl]-piperidine-1-carboxylic acid benzyl ester (XV) (0.41 g, 0.84 mmol) was dissolved in methanol (20 ml) and 10% Pd/C (0.2 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 the 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 solid was filtered off to obtain piperidine-4-carboxylic acid [6-(2-cyclopropylmethoxy-phenyl)-pyrimidin-4-yl]-amide (compound #8A) (0.11 g, 37%) as a white solid.

후처리

  1. customThe catalyst was removed from the 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 solid was filtered off

출처 및 근거

ORD 기록
ord-dd46623f3a6f4b3ba48107d1360c030b
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716296B2

반응 노트

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