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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110951Generated: October 31, 2026

Triethylamine → HCID 9867190, compound

https://huagongshe.com/reaction/2110951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant(1S,1aR,7bS)-4,7-difluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-1-carboxylic acidHCID 21304923—
ReactantHCID 28412179HCID 28412179—
SolventTolueneHCID 1140—
ProductHCID 9867190HCID 9867190—

Reaction Conditions

Temperature110 °C

Reaction Steps

(1S,1aR,7bS)-4,7-difluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-1-carboxylic acid (50 mg, 0.22 mmol, ˜95% ee) was mixed with toluene (1,5 ml), triethylamine (1.1 eq), 5-(3-fluorophenoxy)-2-aminopyridine (1.1 eq), DPPA (1.1 eq) and bubbled with argon for about 5 min. The reaction mixture was then heated at stirring at 110° C. for 3 h under in a closed vial. The reaction mixture was concentrated by mtary evaporation and purified by column chromatography on silica (30 g, ethylacetate/hexane 1:1). Desired product was obtained as beige-white powder (60 mg, yield 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517992B2
Source datasetuspto-grants-2009_04
ORD IDord-2d55a1da4d0142a08b4593f2b5702a21
Source noteuspto-grants-2009_04