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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069472Generated: October 31, 2026

Methyl N-(triethylammoniosulfonyl)carbamate → {4-[2-(4-Benzyloxy-3-ethyl-5-methyl-phenyl)-oxazol-5-yl]-6-methyl-pyrimidin-2-yl}-isopropyl-amine

https://huagongshe.com/reaction/2069472

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant4-benzyloxy-3-ethyl-N-[2-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-2-oxo-ethyl]-5-methyl-benzamideHCID 68510765—
SolventTetrahydrofuranHCID 8028—
Product{4-[2-(4-Benzyloxy-3-ethyl-5-methyl-phenyl)-oxazol-5-yl]-6-methyl-pyrimidin-2-yl}-isopropyl-amineHCID 685057779.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of crude 4-benzyloxy-3-ethyl-N-[2-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-2-oxo-ethyl]-5-methyl-benzamide (300 mg, 0.65 mmol) in THF (10 mL), Burgess reagent (775 mg, 3.3 mmol) is added. The mixture is stirred at 80° C. for 18 h before it is concentrated. The crude product is purified on prep. TLC plates with Heptane/EA 1:1 to give {4-[2-(4-benzyloxy-3-ethyl-5-methyl-phenyl)-oxazol-5-yl]-6-methyl-pyrimidin-2-yl}-isopropyl-amine (27 mg) as a yellow solid; LC-MS: tR=1.05 min, [M+H]+=442.81.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299086B2
Source datasetuspto-grants-2012_10
ORD IDord-a122746161c44cda8204fe85fb564ca7
Source noteuspto-grants-2012_10