Sodium ethoxide → 8-Chloro-3-pentyl-1-{4-[5-(1,3-thiazol-2-yl)-1,2,4-oxadiazol-3-yl]butyl}-3,7-dihydro-1H-purine-2,6-dione

HRID 1097697ノート

反応式

HRID 1097697 の反応式
[Cl:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]([CH2:12][CH2:13][CH2:14][CH2:15]/[C:16](=[N:19]/[H])/[NH:17][OH:18])[C:6](=[O:21])[N:5]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:4]=2[N:3]=1.CC[O-].[Na+].[S:31]1[CH:35]=[CH:34][N:33]=[C:32]1[C:36](OCC)=O>CCO>[Cl:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]([CH2:12][CH2:13][CH2:14][CH2:15][C:16]3[N:19]=[C:36]([C:32]4[S:31][CH:35]=[CH:34][N:33]=4)[O:18][N:17]=3)[C:6](=[O:21])[N:5]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:4]=2[N:3]=1

参加物

5

反応物 3

HCID 2723922Sodium ethoxideHCID 13032471Ethyl 1,3-thiazole-2-carboxylateHCID 178506473HCID 178506473、化合物

生成物 1

HCID 593954418-Chloro-3-pentyl-1-{4-[5-(1,3-thiazol-2-yl)-1,2,4-oxadiazol-3-yl]butyl}-3,7-dihydro-1H-purine-2,6-dione

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

反応条件

温度
170 °C

実験手順

A solution of (1Z)-5-(8-chloro-2,6-dioxo-3-pentyl-2,3,6,7-tetrahydro-1H-purin-1-yl)-N-hydroxypentanimidamide (50 mg, 0.13 mmol) in EtOH (1.5 ml) was treated with a 21% solution of NaOEt in EtOH (50 μl, 0.13 mmol) and ethyl 1,3-thiazole-2-carboxylate (18 mg, 0.11 mmol). The mixture was heated in the microwave at 170° C. for 10 min. After cooling, the reaction was partitioned between 2M HCl (aq) and EtOAc. The organic layer was separated then concentrated and purified by the MDAP. The title compound was obtained as a white solid (13 mg, 21%).

後処理

  1. temperatureAfter cooling
  2. customthe reaction was partitioned between 2M HCl (aq) and EtOAc
  3. customThe organic layer was separated
  4. concentrationthen concentrated
  5. custompurified by the MDAP

出典と根拠

ORDレコード
ord-d56a1162fb0d445f80f2087e70b8fe83
出典データセット
uspto-grants-2012_03
特許番号
US08143264B2

反応ノート

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