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

HRID 2386607ノート

反応式

HRID 2386607 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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+].

後処理

  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

出典と根拠

ORDレコード
ord-ab6193fd14044c439c02da201ea2c766
出典データセット
uspto-grants-2012_09
特許番号
US08268839B2

反応ノート

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