Hydrochloric Acid → 2,6-Diaminopurine

HRID 1018117ノート

反応式

HRID 1018117 の反応式
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([N:11]=[N+]=[N-])[N:3]=1.Cl>CO.[Pd]>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([NH2:11])[N:3]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 197576806-Azido-7H-purin-2-amine

生成物 1

HCID 309762,6-Diaminopurine収率 46.9%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

9-(R) -2-phosphonomethoxypropyl) -2-amino-6-azidopurine (0.30 g, prepared according to Example 27) in 50% aqueous methanol (200 ml) containing hydrochloric acid (0.5 ml) was hydrogenated over 10% Pd/C (0.5 g) overnight at room temperature. The mixture was filtered, washed with water, filtrate alkalized with ammonia and evaporated in vacuo. The residue was deionized on a column of Dowex 50×8 (50 ml) (cf. Example 25) and the ammonia eluate evaporated to dryness. The residue in water (pH adjusted to 9) was applied on a column of Dowex 1×2 (acetate) which was first washed with water to remove salts and the product was then eluted with 1 M acetic acid. The fractions containing product were pooled, evaporated to dryness and codistilled with water (3×20 ml). The residue was crystallized from water (ethanol added to turbidity) to afford 9-(R)-2-phosphonomethoxypropyl)-2,6-diaminopurine (120 mg) identical with the preparation according to Example 19.

後処理

  1. filtrationThe mixture was filtered
  2. washwashed with water, filtrate
  3. customevaporated in vacuo
  4. customthe ammonia eluate evaporated to dryness
  5. washwas first washed with water
  6. customto remove salts
  7. washthe product was then eluted with 1 M acetic acid
  8. additionThe fractions containing product
  9. customevaporated to dryness
  10. customThe residue was crystallized from water (ethanol added to turbidity)

出典と根拠

ORDレコード
ord-132b52552a9c4776aaf452965ceffa6d
出典データセット
uspto-grants-2002_11
特許番号
US06479673B1

反応ノート

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