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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602962Generated: October 31, 2026

Azido(trimethyl)stannane → HCID 178451517, compound

https://huagongshe.com/reaction/602962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzido(trimethyl)stannaneHCID 5104973—
Reactant1,1-Dimethylethyl 2-cyano-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylateHCID 18442819—
SolventTolueneHCID 1140—
ProductHCID 178451517HCID 178451517—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of tert-butyl 2-cyano-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate (Intermediate 9, Step D) (71 mg, 0.29 mmol) in toluene was added azidotrimethyltin (596 mg, 2.9 mmol). The resulting mixture was heated at 110° C. overnight. After the solvent was removed under reduced pressure, the residue was purified by reverse-phase silica gel chromatography (gradient 5-50% acetonitrile in water containing 0.1% TFA) to yield tert-butyl 2-(1H-tetrazol-5-yl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate. The product was treated as described for Intermediate 9, Step E, to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906649B2
Source datasetuspto-grants-2011_03
ORD IDord-a2e4521f41304a8682bb751db6663fbc
Source noteuspto-grants-2011_03