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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562302Generated: October 30, 2026

Oxalyl chloride → HCID 57732770, compound

https://huagongshe.com/reaction/562302

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant(R)-Tetrahydro-3-furoic acidHCID 4661317—
ReactantHCID 16038109HCID 16038109—
CatalystPyridineHCID 1049—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 57732770HCID 5773277010.2%

Reaction Steps

To a solution of tetrahydro-3-furancarboxylic acid (17 mg, 0.144 mmol) in DCM (2.0 mL) was added pyridine (3 drops) and oxalyl chloride (18 mg, 0.144 mmol). Reaction mixture was stirred overnight at room temperature. To the mixture was then added 5-[3-(aminomethyl)phenyl]-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide (40 mg, 0.096 mmol) in DMF (1.0 mL) and DIEA (33 μL, 0.192 mmol). Reaction mixture was stirred at room temperature overnight. Reaction mixture was concentrated under nitrogen and purified by Gilson Preparatory HPLC to give 5.3 mg the title compound (10%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063071B2
Source datasetuspto-grants-2011_11
ORD IDord-1dd23a21b5b345b38449097e1450fa44
Source noteuspto-grants-2011_11