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Ammonium formate → 4-(propylamino)-2-((2-(pyridin-4-yl)ethyl)amino)-N-(pyrrolidin-3-yl)pyrimidine-5-carboxamide

HRID 2284700
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HRID 2284700 반응식
C([O-])=O.[NH4+].C([N:12]1[CH2:16][CH2:15][CH:14]([NH:17][C:18]([C:20]2[C:21]([NH:35][CH2:36][CH2:37][CH3:38])=[N:22][C:23]([NH:26][CH2:27][CH2:28][C:29]3[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=3)=[N:24][CH:25]=2)=[O:19])[CH2:13]1)C1C=CC=CC=1>CO.[C].[Pd]>[CH2:36]([NH:35][C:21]1[C:20]([C:18]([NH:17][CH:14]2[CH2:15][CH2:16][NH:12][CH2:13]2)=[O:19])=[CH:25][N:24]=[C:23]([NH:26][CH2:27][CH2:28][C:29]2[CH:30]=[CH:31][N:32]=[CH:33][CH:34]=2)[N:22]=1)[CH2:37][CH3:38]
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참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 90051742N-(1-benzylpyrrolidin-3-yl)-4-(propylamino)-2-((2-(pyridin-4-yl)ethyl)amino)pyrimidine-5-carboxamide

생성물 1

HCID 900517414-(propylamino)-2-((2-(pyridin-4-yl)ethyl)amino)-N-(pyrrolidin-3-yl)pyrimidine-5-carboxamide수율 90.4%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 887
Methanol
용매
3회

실험 절차

To a suspension of 10% palladium-carbon (12 mg) in methanol (1 mL), a solution of ammonium formate (64 mg) and N-(1-benzylpyrrolidin-3-yl)-4-(propylamino)-2-((2-(pyridin-4-yl)ethyl)amino)pyrimidine-5-carboxamide (E9, 117 mg) in methanol (4 mL) was added at room temperature, and the mixture was stirred for 5 hours and 30 minutes under reflux by heating. The reaction mixture was cooled to room temperature, and then methanol was added to the mixture. The insoluble matter was removed by filtration through Cerite, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography to obtain 4-(propylamino)-2-((2-(pyridin-4-yl)ethyl)amino)-N-(pyrrolidin-3-yl)pyrimidine-5-carboxamide (E10, 85 mg).

후처리

  1. temperatureunder reflux
  2. temperatureby heating
  3. customThe insoluble matter was removed by filtration through Cerite
  4. customthe solvent was evaporated under reduced pressure
  5. customThe obtained residue was purified by basic silica gel column chromatography

출처 및 근거

ORD 기록
ord-92cc3c6f3efc45ba99dedde152812f74
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09145415B2

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