Hydrochloric Acid → 9-(2-Deoxy-2-fluoro-beta-D-ribofuranosyl)adenine hydrochloride

HRID 37087

Reaction equation

HRID 37087 reaction equation
[F:1][C@@H:2]1[C@H:6]([OH:7])[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:10]1[CH:18]=[N:17][C:16]2[C:11]1=[N:12][CH:13]=[N:14][C:15]=2[NH2:19].C(O)(C)C.[ClH:24]>CO.O>[ClH:24].[F:1][C@@H:2]1[C@H:6]([OH:7])[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:10]1[CH:18]=[N:17][C:16]2[C:11]1=[N:12][CH:13]=[N:14][C:15]=2[NH2:19]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 1002532'-Fluoro-2'-deoxyadenosine

Product 1

HCID 677407569-(2-Deoxy-2-fluoro-beta-D-ribofuranosyl)adenine hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)adenine (500 mg. 1.86 mmol) in MeOH (40 ml) and water (10 ml) was added a solution of isopropanol (15 ml) previously saturated with HCl gas. The solution was evaporated under vacuum at room temperature, and triturated with EtOH (25 ml) to afford the title compound as a white solid.

Workup

  1. customThe solution was evaporated under vacuum at room temperature
  2. customtriturated with EtOH (25 ml)

Sources & evidence

ORD record
ord-6f3bdcf96f5c441380f7fe1672130045
Source dataset
uspto-grants-1995_05
Patent number
US05420115

Linked notes

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