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

HRID 1097665노트

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HRID 1097665 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(OCC)=O)[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+].[Cl:31][C:32]1[CH:33]=[C:34]([CH2:38]/[C:39](=[N:42]/[H])/[NH:40][OH:41])[CH:35]=[CH:36][CH:37]=1>CCO>[Cl:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]([CH2:12][CH2:13][CH2:14][C:15]3[O:41][N:40]=[C:39]([CH2:38][C:34]4[CH:35]=[CH:36][CH:37]=[C:32]([Cl:31])[CH:33]=4)[N:42]=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 66812467Ethyl 5-(8-chloro-2,6-dioxo-3-pentyl-2,3,6,7-tetrahydro-1H-purin-1-yl)pentanoateHCID 1785064602-(3-chlorophenyl)-N'-hydroxyethanimidamide

생성물 1

HCID 593957758-Chloro-1-(3-{3-[(3-chlorophenyl)methyl]-1,2,4-oxadiazol-5-yl}propyl)-3-pentyl-3,7-dihydro-1H-purine-2,6-dione수율 49.3%

시약·촉매·용매 1

HCID 702Ethanol용매2회

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온도
140 °C

실험 절차

Ethyl 5-(8-chloro-2,6-dioxo-3-pentyl-2,3,6,7-tetrahydro-1H-purin-1-yl)pentanoate (70 mg, 0.19 mmol) was dissolved in EtOH. The solution was treated with a 21% solution of NaOEt in EtOH (78 μl, 0.21 mmol) and (1Z)-2-(3-chlorophenyl)-N-hydroxyethanimidamide (38 mg, 0.21 mmol). The reaction was heated in the microwave at 140° C. for 10 min. The mixture was partitioned between EtOH and 2M HCl (aq). The organic layer was decanted off and concentrated. The crude product was purified on the MDAP. The product fractions were combined and concentrated to give the title compound as a white solid (46 mg, 49%).

후처리

  1. customThe mixture was partitioned between EtOH and 2M HCl (aq)
  2. customThe organic layer was decanted off
  3. concentrationconcentrated
  4. customThe crude product was purified on the MDAP
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-821438c68be944fb954e5c87a25d879e
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143264B2

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