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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712229Generated: October 29, 2026

Hexane → HCID 66977197, compound

https://huagongshe.com/reaction/712229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Bromo-2-chloropyrimidineHCID 606665—
ReactantHCID 66977253HCID 66977253—
SolventEthanolHCID 702—
ProductHCID 66977197HCID 6697719760%

Reaction Steps

To a solution of ethyl 4-(methylthio)piperidine-4-carboxylate hydrochloride (0.17 g, 0.75 mmol) in EtOH (10.0 mL) was added DIPEA (0.60 mL, 3.75 mmol) at rt and the mixture stirred at rt for 10 min followed by addition of 5-bromo-2-chloropyrimidine (0.18 g, 0.90 mmol). The reaction was heated up to 70° C. for 1 h. After completion of reaction (by TLC), solvent was evaporated and the crude residue purified over 100-200 M silica-gel using 3.0% EtOAc:hexane to obtain the desired product as a white solid (0.16 g, 60% yield). 1H NMR (DMSO-d6): δ 1.18 (t, J=7.20 Hz, 3H), 1.70 (m, 2H), 2.04 (s, 3H), 2.14 (m, 2H), 3.50 (m, 2H), 4.00 (m, 2H), 4.20 (q, J=7.20 Hz, 2H), and 8.46 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181234B2
Source datasetuspto-grants-2015_11
ORD IDord-3e0a548ac1b349969646a27fb3f58fc9
Source noteuspto-grants-2015_11