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

HRID 515446ノート

反応式

HRID 515446 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
150 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-4b6330ff36e24718bf1946671bb84dc0
出典データセット
uspto-grants-2015_08
特許番号
US09108957B2

反応ノート

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