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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75438Generated: October 29, 2026

Carbamate → 1-(4-(4-(8-Oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(methylsulfonylmethyl)pyrimidin-2-yl)phenyl)-3-(4-(piperazin-1-yl)phenyl)urea

https://huagongshe.com/reaction/75438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbamateHCID 276—
ReactantUreaHCID 1176—
ReactantTrifluoroacetic acidHCID 6422—
Reactant4-(4-(8-Oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(methylsulfonylmethyl)pyrimidin-2-yl)anilineHCID 66750277—
ReactantHCID 67607491HCID 67607491—
SolventDichloromethaneHCID 6344—
Product1-(4-(4-(8-Oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(methylsulfonylmethyl)pyrimidin-2-yl)phenyl)-3-(4-(piperazin-1-yl)phenyl)ureaHCID 49764385—

Reaction Steps

tert-Butyl 4-(4-(3-(4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(methylsulfonylmethyl)pyrimidin-2-yl)phenyl)ureido)phenyl)piperazine-1-carboxylate was obtained according to the general procedure for formation of urea or carbamate compounds from 4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(methylsulfonylmethyl)pyrimidin-2-yl)aniline (44). Removal of the Boc group in tert-butyl 4-(4-(3-(4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(methylsulfonylmethyl)pyrimidin-2-yl)phenyl)ureido)phenyl)piperazine-1-carboxylate (85.2 mg, 0.126 mmoles) by treatment with trifluoroacetic acid in dichloromethane gave the title compound. Yield: 70.0 mg (38% over 2 steps). RT 1.64, M+H=578.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835429B2
Source datasetuspto-grants-2014_09
ORD IDord-edc050be6d4743f0b065629e67417aa7
Source noteuspto-grants-2014_09