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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909047Generated: November 1, 2026

Trimethyl orthoformate → HCID 178452905, compound

https://huagongshe.com/reaction/1909047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl orthoformateHCID 9005—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 66599421HCID 66599421—
CatalystBenzenesulfonic AcidHCID 7371—
SolventTolueneHCID 1140—
ProductHCID 178452905HCID 17845290595.4%

Reaction Steps

The solution of [1-(5,6-diamino-pyridin-2-yl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (2 g, 6.82 mmole), trimethylorthoformate (3.83 g, 25.9 mmole), benzenesulfonic acid (43 mg, 0.27 mmole) and toluene (100 ml) was heated to reflux overnight. The reaction solution was basified with NaHCO3 and concentrated to afford crude [1-(3H-imidazo[4,5-b]pyridine-5-yl)-pyrrolin-3-yl]-carbamic acid tert-butyl ester (1.96 g, 94%) as a dark green solid. MS(ESI) m/z 304 [M+1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598217B2
Source datasetuspto-grants-2013_12
ORD IDord-7f77faf24c0e4bacb085c867bd0ff487
Source noteuspto-grants-2013_12