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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752349Generated: October 28, 2026

Potassium Carbonate → HCID 66838628, compound

https://huagongshe.com/reaction/1752349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-butyl (3aR,5r,6aS)-5-(((methylsulfonyl)oxy)methyl)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylateHCID 86604091—
ReactantHCID 136335145HCID 136335145—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
ProductHCID 66838628HCID 66838628—

Reaction Steps

A solution of 4-[(4-bromo-3-chloro-2-fluorophenyl)amino]-6-(methyloxy)quinazolin-7-ol trifluoroacetate (salt) (0.217 g, 0.425 mmol), 1,1-dimethylethyl(3aR,6aS)-5-{[(methylsulfonyl)oxy]methyl}hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (0.163 g, 0.510 mmol), potassium carbonate (0.290 g, 2.12 mmol) in N,N-dimethylacetamide (1.6 mL) was heated in a sealed reaction tube at 90° C. for 12 h. The crude reaction mixture was diluted with 100 mL of 10% methanol in ethyl acetate and washed with water (5×30 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. Column chromatography (SiO2, 3:1 hexanes: acetone) provided 1,1-dimethylethyl(3aR,6aS)-5-({[4-[(4-bromo-3-chloro-2-fluorophenyl)amino]-6-(methyloxy)quinazolin-7-yl]oxy}methyl)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate which was used directly in the next step. MS (EI) for C28H31N4O4FClBr: 623 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163006B2
Source datasetuspto-grants-2015_10
ORD IDord-d9d8b426a2fb42f19a825cd37b357ce6
Source noteuspto-grants-2015_10