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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685471Generated: October 31, 2026

Water → HCID 67266313, compound

https://huagongshe.com/reaction/1685471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 86621—
ReactantHCID 68725643HCID 68725643—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 67266313HCID 6726631335.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (2R,4R)-tert-butyl 2-(1H-benzo[d]imidazol-2-yl)-4-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)piperidine-1-carboxyl ate (200 mg, 0.418 mmol) in DMF (2 mL) was added 2-(2-bromoethoxy)-tetrahydro-2H-pyran (114 mg, 0.543 mmol) and K2CO3 (116 mg, 0.836 mmol), and the reaction mixture was stirred at 80° C. for over night. Water and ethyl acetate were added to the mixture, organic layer was separated and dried over MgSO4 and concentrated. The residue was purified by HPLC with 0.1% HCOOH in water/0.1% HCOOH in ACN from 45-70% to give the named compound as white solid 90 mg (35%). LC-MS: 607.2 (t=2.9 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148401B2
Source datasetuspto-grants-2012_04
ORD IDord-f86f1068dc5f439cae06fc1d10097d47
Source noteuspto-grants-2012_04