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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527706Generated: October 31, 2026

Triphosgene → HCID 57410584, compound

https://huagongshe.com/reaction/527706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
ReactantHCID 86698472HCID 86698472—
SolventDichloromethaneHCID 6344—
ProductHCID 57410584HCID 57410584214.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2-methyl-N1-[6-(1H-spiro[2-benzopyran-4,1′-cyclopropan]-5-yloxy)-3-pyridinyl]alaninamide (34 mg, 0.096 mmol) in dry Dichloromethane (DCM) (5 mL) TEA (0.067 mL, 0.481 mmol) was added and the reaction mixture was cooled to 0° C. A solution of triphosgene (12.85 mg, 0.043 mmol) in dry Dichloromethane (DCM) (2 mL) was slowly added and the reaction mixture was stirred for 30 minutes at the same temperature. The reaction was quenched with water (5 ml) and two phases were separated. The organic layer was dried (Na2SO4), filtered and evaporated and the residue was purified by flash chromatography (Biotage system) on silica gel using a column SNAP 10 g and Dichloromethane/methanol 99:1 to Dichloromethane/methanol 95:5 as eluents affording the title compound (35 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346790B2
Source datasetuspto-grants-2016_05
ORD IDord-48f3c51a7f9247bfa8748214eb010ad9
Source noteuspto-grants-2016_05