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Methanol → 4-Chloro-2-(isopropylamino)-1-(beta-L-ribofuranosyl)-1H-benzimidazole

HRID 1167088
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HRID 1167088 반응식
[Cl:1][C:2]1[C:10]2[N:9]=[C:8]([NH:11][CH:12]([CH3:14])[CH3:13])[N:7]([C@H:15]3[O:27][C@@H:26]([CH2:28][O:29]C(=O)C)[C@H:21]([O:22]C(=O)C)[C@@H:16]3[O:17]C(=O)C)[C:6]=2[CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].O.CO>C(O)C>[Cl:1][C:2]1[C:10]2[N:9]=[C:8]([NH:11][CH:12]([CH3:14])[CH3:13])[N:7]([C@H:15]3[O:27][C@@H:26]([CH2:28][OH:29])[C@H:21]([OH:22])[C@@H:16]3[OH:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1
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참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 10340Sodium CarbonateHCID 572936104-Chloro-2-(isopropylamino)-1-(2,3,5-tri-O-acetyl-beta-L-ribofuranosyl)-1H-benzimidazole

생성물 1

HCID 571249734-Chloro-2-(isopropylamino)-1-(beta-L-ribofuranosyl)-1H-benzimidazole수율 68.4%

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

4-Chloro-2-(isopropylamino)-1-(2,3,5-tri-O-acetyl-beta-L-ribofuranosyl)-1H-benzimidazole (2.24 g, 4.79 mmol), sodium carbonate (0.67 g, 6.32 mmol), water (7 mL), methanol (14 mL) and ethanol (20 mL) were used according to general procedure III. The product was purified by silica gel chromatography using 10:1 dichloromethane/methanol to afford 1.12 g (68%) of a white solid: m.p. 225-227° C. Anal. calcd for C15H20ClN3O4: C, 52.77; H, 5.91; N, 12.32. Found: C, 52.79; H, 5.96; N, 12.25.

후처리

  1. customThe product was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-73e700317ac64ab2825a3c164600d21b
출처 데이터셋
uspto-grants-2003_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06617315B1

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