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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2212922Generated: October 30, 2026

(2R,3R,4R,5R)-2-(2-amino-4-chloropyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol → 7-(2-C-Methyl-b-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine

https://huagongshe.com/reaction/2212922

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R,3R,4R,5R)-2-(2-amino-4-chloropyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diolHCID 11483860—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventPyridineHCID 1049—
Product7-(2-C-Methyl-b-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amineHCID 987880181.6%

Reaction Steps

A mixture of 2-amino-4-chloro-7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine (Example 118, Step B) (20 mg, 0.07 mmol) in EtOH (1.0 mL), pyridine (0.1 mL) and 10% Pd/C (6 mg) under H2 (atmospheric pressure) was stirred overnight at room temperature. The mixture was filtered through a Celite pad which was thoroughly washed with EtOH. The combined filtrate was evaporated and purified on a silica gel column with CH2Cl2/MeOH, 20/1 and 10/1, as eluent to give the title compound as a white solid (16 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07105499B2
Source datasetuspto-grants-2006_09
ORD IDord-3008abdb90454282acf35e351777e7e5
Source noteuspto-grants-2006_09