Methanol → HCID 70022026, compound

HRID 1167080Notes

Reaction equation

HRID 1167080 reaction equation
[CH:1]([NH:4][C:5]1[N:9]([C@H:10]2[O:16][C@@H:15]([CH:17](C(=O)C)[OH:18])[C@:13](C(=O)C)([OH:14])[C@:11]2(C(=O)C)[OH:12])[C:8]2[CH:28]=[C:29]([Cl:34])[C:30]([Cl:33])=[C:31]([Cl:32])[C:7]=2[N:6]=1)([CH3:3])[CH3:2].C(=O)([O-])[O-].[Na+].[Na+].O.CO>C(O)C>[CH:1]([NH:4][C:5]1[N:9]([C@H:10]2[O:16][C@@H:15]([CH2:17][OH:18])[C@H:13]([OH:14])[C@@H:11]2[OH:12])[C:8]2[CH:28]=[C:29]([Cl:34])[C:30]([Cl:33])=[C:31]([Cl:32])[C:7]=2[N:6]=1)([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 10340Sodium CarbonateHCID 70023659HCID 70023659, compound

Product 1

HCID 70022026HCID 70022026, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-(Isopropylamino)-4,5,6-trichloro-1-(2,3,5-triacetyl-beta-L-ribofuranosyl)-1H-benzimidazole (1.00 g, 1.86 mmol), sodium carbonate (0.26 g, 2.45 mmol), water (4 mL), methanol (6 mL) and ethanol (8 mL) were used according to general procedure III. The product was purified by silica gel chromatography using 10:1 dichloromethane/methanol to afford 0.57 g (75%) of a white powder; m.p. 223-224° C. Anal. Calcd. for C15H18Cl3N3O4: C, 43.87; H, 4.42; N, 10.23. Found. C, 43.63; H, 4.55; N, 9.98.

Workup

  1. customThe product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-5b203edb9d3a4603aa6f50b9c5841a08
Source dataset
uspto-grants-2003_09
Patent number
US06617315B1

Reaction notes

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