2-Acetylcyclopentanone → (8-Methyl-6,7-dihydro-5H-cyclopenta[d][1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-methanol

HRID 638877

反応式

HRID 638877 の反応式
[C:1]([CH:4]1[CH2:8][CH2:7][CH2:6][C:5]1=O)(=O)[CH3:2].[NH2:10][C:11]1[NH:15][N:14]=[C:13]([CH2:16][OH:17])[N:12]=1>COCCO>[CH3:2][C:1]1[N:15]2[N:14]=[C:13]([CH2:16][OH:17])[N:12]=[C:11]2[N:10]=[C:5]2[CH2:6][CH2:7][CH2:8][C:4]=12

参加物

4

反応物 2

HCID 984712-AcetylcyclopentanoneHCID 178508559HCID 178508559、化合物

生成物 1

HCID 68701675(8-Methyl-6,7-dihydro-5H-cyclopenta[d][1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-methanol収率 32.7%

試薬・触媒・溶媒 1

HCID 80192-Methoxyethanol溶媒

反応条件

温度
23 °C

実験手順

To a round bottomed flask was loaded 3.78 grams of 2-acetylcyclopentanone, 3.52 grams of (5-Amino-1H-[1,2,4]triazol-3-yl)-methanol and 50 ml 2-methoxyethanol. The mixture was refluxed for 18 hours. Then it was cooled down to 23° C. and concentrated to 5 ml. Then 50 ml ethyl ether was added and the precipitate was filtered and vacuum dried to yielded 2.0 grams of product. This compound was used directly for the next step. MS: 205.2 (M+H). H-NMR (DMSO): δ 5.55 (t, 1H, OH, J=6.2 Hz), 4.63 (d, 2H, J=6.2 Hz), 3.28 (m, 2H), 3.02 (t, 2H, CH2, J=6.8 Hz), 2.51 (s, 3H, CH3), 2.27 (m, 2H, CH2).

後処理

  1. customTo a round bottomed flask was loaded
  2. temperatureThe mixture was refluxed for 18 hours
  3. concentrationconcentrated to 5 ml
  4. additionThen 50 ml ethyl ether was added
  5. filtrationthe precipitate was filtered
  6. customvacuum dried

出典と根拠

ORDレコード
ord-9f2bf200b4fc4cc288e0c4f002cf94ac
出典データセット
uspto-grants-2010_04
特許番号
US07691842B2

関連ノート

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