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

HRID 868495노트

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HRID 868495 반응식
[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

참가 물질

3

반응물 2

HCID 113115665'-Chloro-5'-deoxy-uridineHCID 178420476HCID 178420476, 화합물

생성물 1

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

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온도
35 °C

실험 절차

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.):

후처리

  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

출처 및 근거

ORD 기록
ord-0993bd377f1c451083eb8d0f91e40e3c
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04780452

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