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

HRID 638877노트

반응식

HRID 638877 반응식
[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

참가 물질

4

반응물 2

HCID 984712-AcetylcyclopentanoneHCID 178508559HCID 178508559, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 80192-Methoxyethanol용매

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온도
23 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9f2bf200b4fc4cc288e0c4f002cf94ac
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691842B2

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