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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454931Generated: October 25, 2026

Dimethylformamide → HCID 86660175, compound

https://huagongshe.com/reaction/454931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantHCID 40516418HCID 40516418—
ReactantTert-butyl 4-(3-chloropyrazin-2-yl)piperidine-1-carboxylateHCID 58547013—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 86660175HCID 86660175—

Reaction Steps

Sodium hydride (60% dispersion in mineral oil, 254 mg, 10.58 mmol) was added to a solution of 1-(quinolin-2-yl)piperidin-4-ol (see PREPARATION P1.1; 805 mg, 3.53 mmol) in DMF (16.8 ml) under an atmosphere of nitrogen and the mixture was stirred for 15 mins at RT. Tert-butyl 4-(3-chloropyrazin-2-yl)piperidine-1-carboxylate (see PREPARATION P16.1; 1050 mg, 3.53 mmol) was next added, and the mixture was heated at 100° C. After the reaction was complete, the mixture was cooled to RT and diluted with EtOAc and water. The layers were separated and the aqueous was extracted with EtOAc (2×). The combined organic layers were dried over sodium sulfate, filtered and concentrated and used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497265B2
Source datasetuspto-grants-2013_07
ORD IDord-24c8d260fab84e3dba9044f45ce64f78
Source noteuspto-grants-2013_07