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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202925Generated: November 1, 2026

Diisopropylethylamine → HCID 89702307, compound

https://huagongshe.com/reaction/2202925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Methyl-1,3-oxazole-5-carboxylic acidHCID 292311—
ReactantSodium BicarbonateHCID 516892—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant1-(4-Amino-3-(methylamino)phenyl)-4-((4-fluorobenzyl)oxy)pyridin-2(1H)-oneHCID 89690279—
SolventDimethylformamideHCID 6228—
ProductHCID 89702307HCID 8970230750%

Reaction Steps

A mixture of 1-(4-amino-3-(methylamino)phenyl)-4-((4-fluorobenzyl)oxy)pyridin-2(1H)-one (100 mg), 4-methyl-1,3-oxazole-5-carboxylic acid (37.5 mg), HATU (118 mg) and N,N-diisopropylethylamine (0.154 ml) in DMF (2 ml) was stirred at room temperature for 2 h. The mixture was poured into saturated NaHCO3 solution and extracted with EtOAc. The organic layer was separated, washed with brine, dried over MgSO4 and concentrated in vacuo. The resulting residue was dissolved in AcOH (2 ml), and the mixture was stirred at 80° C. for 2 h. The mixture was concentrate in vacuo, and purified by NH silica gel column chromatography (MeOH/EtOAc). The resulting solid was washed with EtOAc/hexane to give the title compound (63.4 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-7d77680ea7e740d4ad65ed26efd55009
Source noteuspto-grants-2016_06