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 1097697노트

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HRID 1097697 반응식
[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

참가 물질

5

반응물 3

HCID 2723922Sodium ethoxideHCID 13032471Ethyl 1,3-thiazole-2-carboxylateHCID 178506473HCID 178506473, 화합물

생성물 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

시약·촉매·용매 1

HCID 702Ethanol용매2회

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온도
170 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-d56a1162fb0d445f80f2087e70b8fe83
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143264B2

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