Potassium Carbonate → 4-[5-(2-Butynylamino)-6-methylamino-pyrimidine-4-yl]piperazine-1-carboxylic acid t-butyl ester

HRID 2112926노트

반응식

HRID 2112926 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([NH2:20])=[C:18]([NH:21][CH3:22])[N:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH2:24][C:25]#[C:26][CH3:27].C(=O)([O-])[O-].[K+].[K+].[Cl-].[NH4+]>CN(C)C=O>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[C:19]([NH:20][CH2:24][C:25]#[C:26][CH3:27])=[C:18]([NH:21][CH3:22])[N:17]=[CH:16][N:15]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 27568621-Bromo-2-butyneHCID 150167034-(5-Amino-6-methylamino-pyrimidin-4-yl)piperazine-1-carboxylic acid t-butyl ester

생성물 1

HCID 576428434-[5-(2-Butynylamino)-6-methylamino-pyrimidine-4-yl]piperazine-1-carboxylic acid t-butyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-(5-Amino-6-methylamino-pyrimidin-4-yl)piperazine-1-carboxylic acid t-butyl ester (200 mg) was dissolved in N,N-dimethylformamide (5.0 mL), and then 1-bromo-2-butyne (57 μL) and anhydrous potassium carbonate (107 mg) were added to this solution. The reaction solution was stirred at room temperature for 20 hours, and then poured into a saturated aqueous ammonium chloride solution. It was then extracted with ethyl acetate, and the obtained organic layer was washed with water and saturated brine. The obtained organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (118 mg).

후처리

  1. extractionIt was then extracted with ethyl acetate
  2. washthe obtained organic layer was washed with water and saturated brine
  3. dry with materialThe obtained organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-bd7e803d533142219503b55b9b4e3828
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07524847B2

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