Sodium Carbonate → 8-chloro-3-(2-cyclopropylethyl)-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione

HRID 1943790노트

반응식

HRID 1943790 반응식
[Cl:1][C:2]1[N:10]([CH2:11][CH:12]=[CH2:13])[C:9]2[C:8](=[O:14])[NH:7][C:6](=[O:15])[NH:5][C:4]=2[N:3]=1.C(=O)([O-])[O-].[Na+].[Na+].CS(O[CH2:27][CH2:28][CH:29]1[CH2:31][CH2:30]1)(=O)=O>CN(C)C=O>[Cl:1][C:2]1[N:10]([CH2:11][CH:12]=[CH2:13])[C:9]2[C:8](=[O:14])[NH:7][C:6](=[O:15])[N:5]([CH2:27][CH2:28][CH:29]3[CH2:31][CH2:30]3)[C:4]=2[N:3]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 145578092-Cyclopropylethyl methanesulfonateHCID 592995327-Allyl-8-chloro-1H-purine-2,6(3H,7H)-dione

생성물 1

HCID 592995418-chloro-3-(2-cyclopropylethyl)-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione수율 49.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

8-chloro-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione (1.5 g, 6.64 mmol), sodium carbonate (844 mg, 7.9 mmol) and 2-cyclopropylethyl methanesulfonate (1.19 g, 7.3 mmol) were stirred in dimethylformamide (25 ml, dry) for two days at 80° C. The reaction mixture was partitioned between ethyl acetate and water. The organic phase was separated and washed with hydrochloric acid (2N), brine, dried (MgSO4) and then evaporated to dryness. The crude product was triturated with ether and the solid collected by filtration to afford the title compound as a white solid (0.96 g, 49%). m/z 295 [MH+].

후처리

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. customThe organic phase was separated
  3. washwashed with hydrochloric acid (2N), brine
  4. dry with materialdried (MgSO4)
  5. customevaporated to dryness
  6. customThe crude product was triturated with ether
  7. filtrationthe solid collected by filtration

출처 및 근거

ORD 기록
ord-4a3d17db8e534e7490f65fe170f44880
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394808B2

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