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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931209Generated: October 30, 2026

Acetic Acid → HCID 178489647, compound

https://huagongshe.com/reaction/931209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
ReactantHCID 89853434HCID 89853434—
Reactant(R)-(1-(5,6-Diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochlorideHCID 89854051—
SolventMethanolHCID 887—
ProductHCID 178489647HCID 178489647—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of (R)-(1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride (60 mg, 0.17 mmol) in methanol (0.5 mL) and acetic acid (150 μL, 2.7 mmol) was added triethylamine (94 μL, 0.67 mmol) and a solution of ethyl 1-(3-methoxyphenyl)cyclopropanecarbimidate hydrochloride (40 mg, 0.16 mmol) in methanol (0.3 mL). The reaction mixture was heated in a microwave for 45 min at 130° C. The solvent was removed under reduced pressure and the residue was partitioned between ethyl acetate and a saturated aqueous solution of sodium bicarbonate. The organic layer was washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude material was purified via HPLC to afford the title compound. MS (ESI+) (M+H) 446.3; HPLC retention time 2.3 min (Method A).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296745B2
Source datasetuspto-grants-2016_03
ORD IDord-42e1180b9179457fb1a6672c87f19d9b
Source noteuspto-grants-2016_03