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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1157167Generated: November 1, 2026

Water → HCID 66940125, compound

https://huagongshe.com/reaction/1157167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantTributylvinyltinHCID 81998—
Reactant1,1-Dimethylethyl (1S,4S)-5-(5-bromo-2-pyrimidinyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylateHCID 58190411—
SolventDimethylformamideHCID 6228—
ProductHCID 66940125HCID 6694012535.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

(S,S)-5-(5-Bromo-pyrimidin-2-yl)-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (177 mg, 0.5 mmol), tributyl vinyl tin (634 mg, 2 mmol) and Cl2Pd(dppf)CH2Cl2 (60 mg) was mixed in DMF (3 mL). The mixture was heated at 90° C. over 3 days. The cooled down reaction was participate between ethyl acetate (50 mL) and H2O (10 mL). The organic layer washed with H2O (10 mL), brine (10 mL), dried (MgSO4) and filtered. The conc. filtrate was purified on silica gel column eluting with 33% to 50% ethyl acetate/hexanes to yield the title compound as a white solid (54 mg). MS (303, MH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807672B2
Source datasetuspto-grants-2010_10
ORD IDord-1eefb35d944f40afb6b8183867e79a9a
Source noteuspto-grants-2010_10