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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705573Generated: October 30, 2026

Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → HCID 57818649, compound

https://huagongshe.com/reaction/705573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
ReactantPyrrolidineHCID 31268—
ReactantHCID 57818577HCID 57818577—
SolventTolueneHCID 1140—
ProductHCID 57818649HCID 5781864953%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of N′-[5-fluoro-2-(4-fluorobenzyloxy)pyrimidin-4-yl]-N,N-dimethylformamidine (0.10 g, 0.36 mmol) in toluene (2 mL) was added pyrrolidine (0.051 g, 0.72 mmol) and a catalytic amount of camphorsulfonic acid. The vented vial was placed on an orbital shaker, agitated at 90° C. for 16 h, cooled, and evaporated to dryness. Purification by reverse phase chromatography afforded the title compound (0.060 g, 53% yield) as a white solid: mp 102-103° C.; 1H NMR (300 MHz, CDCl3) δ 8.87 (s, 1H), 8.06 (d, J=2.7 Hz, 1H), 7.49-7.42 (m, 2H), 7.09-7.01 (m, 2H), 5.32 (s, 2H), 3.73-3.62 (m, 4H), 2.07-1.96 (m, 4H); HPLC-MS (ESI) m/z 319 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174970B2
Source datasetuspto-grants-2015_11
ORD IDord-dbf5fb155d7c4dc496b092433b3d7d7c
Source noteuspto-grants-2015_11