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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668660Generated: October 30, 2026

Dibutyltin oxide → HCID 178420158, compound

https://huagongshe.com/reaction/1668660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibutyltin oxideHCID 61221—
ReactantAzidotrimethylsilaneHCID 78378—
ReactantHCID 67329788HCID 67329788—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 178420158HCID 178420158—

Reaction Steps

A solution of 5-(6-[(1H-indol-4-ylmethyl)-amino]-2-pyridin-2-yl-pyrimidin-4-yl)-nicotinonitrile (Ex. 2.9) (50 mg, 0.124 mmol) in DME (2 ml) under an inert atmosphere of argon is treated with trimethylsilyl azide (5 eq, 70 mg, 0.248) and dibutyltin oxide (0.3 eq, 9.3 mg). The resulting mixture is heated at reflux for 4 hours and then allowed to cool to room temperature. On cooling, a solid precipitates which is collected by filtration, washed with MeOH and dried in vacuo at 40° C. overnight to afford the title compound [M+H]+=447.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989458B2
Source datasetuspto-grants-2011_08
ORD IDord-3466cf0a2d85443485750ee05287a5d8
Source noteuspto-grants-2011_08