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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619222Generated: November 3, 2026

Tetrahydrofuran → HCID 68700570, compound

https://huagongshe.com/reaction/1619222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant2-ChloropyrimidineHCID 74404—
Reactant8-Boc-3,8-diaza-bicyclo(3.2.1)octaneHCID 15740908—
SolventDichloromethaneHCID 6344—
ProductHCID 68700570HCID 6870057071.7%

Reaction Steps

A solution of 3,8-diaza-bicyclo[3,2,1]octane-8-carboxyli acid tert-butyl ester (50 mg, 0.24 mmol), 2-chloropyrimidine (27 mg, 0.24 mmol), triethylamine (0.1 ml, 0.72 mmol) and THF (2.5 ml) was heated at 180° C. for 10 minutes. The solution was concentrated to afford a solid residue that was dissolved in dichloromethane, which was washed sequentially with sat. aq. sodium bicarbonate and brine, dried (Na2SO4), filtered, and concentrated to afford 50 mg (71%) of the product as a brown solid: 1H NMR (400 MHz, CDCl3): δ 8.30 (d, J=12.0 Hz, 2H), 6.52 (t, J=12.0 Hz, 1H), 4.38-4.29 (m, 4H), 3.13 (sb, 2H), 2.42 (m, 2H), 1.69 (q, J=18.0 Hz, 2H), 1.49 (s, 9H); MS (M+1)=291.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772291B2
Source datasetuspto-grants-2014_07
ORD IDord-c2e268340fab41d79f84456309e7be59
Source noteuspto-grants-2014_07