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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516177Generated: October 30, 2026

Sodium Bicarbonate → HCID 89871000, compound

https://huagongshe.com/reaction/516177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantDimethylamine tetrahydrofuranHCID 22320367—
ReactantHCID 89870943HCID 89870943—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
ProductHCID 89871000HCID 89871000—

Reaction Conditions

Temperature0 °C

Reaction Steps

A 1M dimethylamine THF solution (0.3 ml) and acetic acid (0.2 ml) were added to a solution of (2S,4S)-tert-butyl 4-(4-(bis(tert-butoxycarbonyl)amino)-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-formylpyrrolidine-1-carboxylate (68 mg) obtained in Step 5 in methylene chloride (2 ml), and the resulting mixture was cooled to 0° C. Sodium triacetoxyborohydride (127 mg) was added to the reaction mixture, and stirred at 0° C. for 2 hours. The reaction mixture was neutralized using a sodium hydrogen carbonate aqueous solution, and the organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound as a light-yellow, amorphous substance (31.9 mg). Physical properties: m/z [M+H]+ 687.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108973B2
Source datasetuspto-grants-2015_08
ORD IDord-8401ce261b534e42aa6b81e09f11417e
Source noteuspto-grants-2015_08