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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069458Generated: October 30, 2026

Ammonia → (4-{-3-[4-(2-Amino-ethoxy)-3-ethyl-5-methyl-phenyl]-[1,2,4]oxadiazol-5-yl}-6-methyl-pyrimidin-2-yl)-diethyl-amine

https://huagongshe.com/reaction/2069458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethanesulfonic acid 2-{4-[5-(2-diethylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenoxy}-ethyl esterHCID 86645310—
SolventMethanolHCID 887—
Product(4-{-3-[4-(2-Amino-ethoxy)-3-ethyl-5-methyl-phenyl]-[1,2,4]oxadiazol-5-yl}-6-methyl-pyrimidin-2-yl)-diethyl-amineHCID 68506263—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of methanesulfonic acid 2-{4-[5-(2-diethylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenoxy}-ethyl ester (850 mg, 1.74 mmol), derived from Example 102, in 7M NH3 in MeOH (20 mL) is stirred at 60° C. for 18 h. Volatiles are then evaporated and the residue is purified by CC (eluting with EA/MeOH 10:1) to give (4-{-3-[4-(2-amino-ethoxy)-3-ethyl-5-methyl-phenyl]-[1,2,4]oxadiazol-5-yl}-6-methyl-pyrimidin-2-yl)-diethyl-amine as a yellow solid (700 mg); LC-MS: tR=0.92 min; [M+H]+=410.95.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299086B2
Source datasetuspto-grants-2012_10
ORD IDord-78f7accc388243a3b0a28484464d772a
Source noteuspto-grants-2012_10