5'-Chloro-5'-deoxy-uridine → 7-anilino-3-(5-chloro-5-deoxy-beta-D-ribofuranosyl)-3H-imidazo[4,5-b]pyridine

HRID 868495ノート

反応式

HRID 868495 の反応式
[NH:1]([C:8]1[CH:13]=[CH:12][N:11]=[C:10]2[NH:14][CH:15]=[N:16][C:9]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:17][CH2:18][C@H:19]1[O:23][C@@H:22](N2C=CC(=O)NC2=O)[C@H:21]([OH:32])[C@@H:20]1[OH:33]>>[NH:1]([C:8]1[CH:13]=[CH:12][N:11]=[C:10]2[N:14]([C@@H:22]3[O:23][C@H:19]([CH2:18][Cl:17])[C@@H:20]([OH:33])[C@H:21]3[OH:32])[CH:15]=[N:16][C:9]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

3

反応物 2

HCID 113115665'-Chloro-5'-deoxy-uridineHCID 178420476HCID 178420476、化合物

生成物 1

HCID 143917757-anilino-3-(5-chloro-5-deoxy-beta-D-ribofuranosyl)-3H-imidazo[4,5-b]pyridine

反応条件

温度
35 °C

実験手順

7-Anilino-3H-imidazo[4,5-b]pyridine (0.8 g, 3.7 mmol) and 5'-chloro-5'-deoxyuridine (15 g, 5.7 mmol) were combined in 10 mL of 10 mM KxHxPO4, pH 7.4. Uridine phosphorylase (315 units) and purine nucleoside phosphorylase (1800 units) previously purified from E. coli, were added and the reaction stirred at 35° C. After 4 days an additional 84 units of uridine phosphorylase and 100 mL phosphate buffer were added. Twenty-one days later the particulates were collected by filtration and recrystallized from boiling ethanol yielding 0.982 g of 72% of 7-anilino-3-(5-chloro-5-deoxy-β-D-ribofuranosyl)-3H-imidazo[4,5-b]pyridine, m.p. 195° C. (dec.):

後処理

  1. customUridine phosphorylase (315 units) and purine nucleoside phosphorylase (1800 units) previously purified from E
  2. additioncoli, were added
  3. additionAfter 4 days an additional 84 units of uridine phosphorylase and 100 mL phosphate buffer were added
  4. filtrationTwenty-one days later the particulates were collected by filtration
  5. customrecrystallized

出典と根拠

ORDレコード
ord-0993bd377f1c451083eb8d0f91e40e3c
出典データセット
uspto-grants-1988_10
特許番号
US04780452

反応ノート

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