Water → 2-(5-methyl-[1,4]oxazepane-4-yl)-3-methyl-6-pyrimidin-4-yl-3H-pyrimidin-4-one

HRID 515446노트

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HRID 515446 반응식
Cl.[CH3:2][CH:3]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5][NH:4]1.Cl[C:11]1[N:16]([CH3:17])[C:15](=[O:18])[CH:14]=[C:13]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][N:20]=2)[N:12]=1.C(N(CC)CC)C.O>O1CCCC1>[CH3:2][CH:3]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5][N:4]1[C:11]1[N:16]([CH3:17])[C:15](=[O:18])[CH:14]=[C:13]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][N:20]=2)[N:12]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 179544602-Chloro-3-methyl-6-(pyrimidin-4-YL)pyrimidin-4-oneHCID 667186395-Methyl-1,4-oxazepane hydrochloride

생성물 1

HCID 672813692-(5-methyl-[1,4]oxazepane-4-yl)-3-methyl-6-pyrimidin-4-yl-3H-pyrimidin-4-one수율 22.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
150 °C

실험 절차

To a suspension of 5-methyl-[1,4]oxazepane hydrochloride (0.08 g, 0.50 mmol) and 2-chloro-3-methyl-6-(pyrimidin-4-yl)-3H-pyrimidin-4-one (0.09 g, 0.40 mmol) in tetrahydrofuran (2 mL) in a sealed tube was added triethylamine (0.14 mL) at room temperature. The mixture was heated to 150° C. under microwave irradiation and stirred for 30 min. After cooling to room temperature, the reaction mixture was poured into water and extracted with chloroform. The extracts were dried over anhydrous sodium sulfate and concentrated. The residue was purified by flash column chromatography on silica gel (chloroform/methanol=10/1 as an eluant) to yield 2-(5-methyl-[1,4]oxazepane-4-yl)-3-methyl-6-pyrimidin-4-yl-3H-pyrimidin-4-one (0.03 g, 0.09 mmol, 22%) as a white solid.

후처리

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with chloroform
  3. dry with materialThe extracts were dried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by flash column chromatography on silica gel (chloroform/methanol=10/1 as an eluant)

출처 및 근거

ORD 기록
ord-4b6330ff36e24718bf1946671bb84dc0
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108957B2

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