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 1020038ノート

反応式

HRID 1020038 の反応式
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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-286ab5dd8b5c4d8a91bfd5b2afdc8f84
出典データセット
uspto-grants-2014_05
特許番号
US08716296B2

反応ノート

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