Sodium Carbonate → 1-Methyl-7-(pivaloyloxymethyl)xanthine

HRID 443968

反応式

HRID 443968 の反応式
[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[NH:9][CH:8]=[N:7][C:6]=2[NH:5][C:3]1=[O:4].[C:13](=O)([O-])[O-].[Na+].[Na+].ClC[CH2:21][C:22]([CH3:27])([CH3:26])[C:23]([O-:25])=[O:24]>CN(C=O)C>[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[N:9]([CH2:13][O:25][C:23](=[O:24])[C:22]([CH3:27])([CH3:26])[CH3:21])[CH:8]=[N:7][C:6]=2[NH:5][C:3]1=[O:4]

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 802201-MethylxanthineHCID 217530474-Chloro-2,2-dimethylbutanoate

生成物 1

HCID 128798411-Methyl-7-(pivaloyloxymethyl)xanthine収率 25.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a mixture of 1-methylxanthine (844 mg, 5.08 mmoles) and sodium carbonate (538 mg, 5.08 mmoles) is 20 ml of dry DMF under nitrogen was slowly added over a period of 1 hour a solution of chloromethylpivalate (828 μl, 5.59 mmole) in 6 ml DMF at room temperature and the reaction mixture stirred overnight. The mixture was filtered, the filtrate evaporated to dryness and the residue triturated with 50 ml of 10 vol. %. EtOH/CHCl3. The solids obtained were starting material and the organic phase was chromatographed (10 vol. % EtOH/CHCl3) on silica gel plates. Two products were observed by eluting with 125 ml of 10 vol. % EtOH/CHCl3 and the band Rf, 0.48 obtained as 365 mg of the desired product. The other band proved to be the 3,7-disubstituted material.

後処理

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated to dryness
  3. customthe residue triturated with 50 ml of 10 vol. %
  4. customThe solids obtained
  5. customthe organic phase was chromatographed (10 vol. % EtOH/CHCl3) on silica gel plates
  6. washby eluting with 125 ml of 10 vol. % EtOH/CHCl3

出典と根拠

ORDレコード
ord-be2ecdf87a63405eb4a59d81045f2bdf
出典データセット
uspto-grants-1981_04
特許番号
US04262089

関連ノート

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