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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1047997Generated: October 31, 2026

Potassium Carbonate → Methyl 7-(4-((4-chlorophenethyl)carbamoyl)phenoxy)-6-cyano-2,2-dimethylchroman-4-carboxylate

https://huagongshe.com/reaction/1047997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-(4-chlorophenethyl)-4-hydroxybenzamideHCID 60628097—
ReactantMethyl 6-cyano-7-fluoro-2,2-dimethylchroman-4-carboxylateHCID 67080271—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductMethyl 7-(4-((4-chlorophenethyl)carbamoyl)phenoxy)-6-cyano-2,2-dimethylchroman-4-carboxylateHCID 670802185.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

Methyl 6-cyano-7-fluoro-2,2-dimethylchroman-4-carboxylate (19 mg, 0.072 mmol) was diluted with N-methylpyrrolidone (2 mL) followed by the addition of K2CO3 (25 mg, 0.18 mmol) and N-(4-chlorophenethyl)-4-hydroxybenzamide (20 mg, 0.072 mmol). The reaction was bubbled with argon for 10 minutes and then heated at 110° C. for 6 hours. After cooling, the reaction mixture was loaded directly onto a Biotage 25 column and eluted with 5% ethyl acetate/hexanes to 100% ethyl acetate to yield the title compound (2.0 mg, 5.3% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569522B2
Source datasetuspto-grants-2013_10
ORD IDord-eb18c3cadb7245b2adcc6d293a370a1a
Source noteuspto-grants-2013_10