1,3-Dimethyl-6-[2-(dimethylamino)vinyl]-5-nitrouracil → 1H-Pyrrolo(3,2-d)pyrimidine-2,4(3H,5H)-dione, 1,3-dimethyl-

HRID 1467816ノート

反応式

HRID 1467816 の反応式
[CH3:1][N:2]1[C:9]([CH:10]=[CH:11]N(C)C)=[C:8]([N+:15]([O-])=O)[C:6](=[O:7])[N:5]([CH3:18])[C:3]1=[O:4]>CO.[Pd]>[CH3:1][N:2]1[C:9]2[CH:10]=[CH:11][NH:15][C:8]=2[C:6](=[O:7])[N:5]([CH3:18])[C:3]1=[O:4]

参加物

4

反応物 1

HCID 10834761,3-Dimethyl-6-[2-(dimethylamino)vinyl]-5-nitrouracil

生成物 1

HCID 2062491H-Pyrrolo(3,2-d)pyrimidine-2,4(3H,5H)-dione, 1,3-dimethyl-

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To a solution of Step 2 intermediate (0.40 g, 1.573 mmol) in MeOH (80 mL) was added 10% Pd—C (0.2 g) and the mixture was stirred under a hydrogen atmosphere at room temperature for 2 h. The mixture was filtered through a celite bed and was thoroughly washed with MeOH (50 mL). The filtrate was collected and evaporated and the residue thus obtained was purified by column chromatography to afford 0.120 g of the desired compound as an off-white solid; 1H NMR (δ ppm, 300 MHz, DMSO-d6) 3.23 (s, 3H), 3.38 (s, 3H), 6.17 (s, 1H), 7.25 (s, 1H), 12.09 (s, 1H); APCI-MS (m/z) 180.28 (M+H)+.

後処理

  1. filtrationThe mixture was filtered through a celite bed
  2. washwas thoroughly washed with MeOH (50 mL)
  3. customThe filtrate was collected
  4. customevaporated
  5. customthe residue thus obtained
  6. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-25c439b9be0e4a27b0b72f79b90e474d
出典データセット
uspto-grants-2015_04
特許番号
US09000159B2

反応ノート

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