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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 459041Generated: October 30, 2026

N,N-Dimethylglycine → HCID 58653777, compound

https://huagongshe.com/reaction/459041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylglycineHCID 673—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant(5R)-3-(3-Fluoro-4-{6-[(5S)-5-(hydroxymethyl)-4,5-dihydroisoxazol-3-yl]pyridin-3-yl}phenyl)-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-oneHCID 9932836—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
ProductHCID 58653777HCID 5865377783.8%

Reaction Steps

(5R)-3-(3-fluoro-4-{6-[(5S)-5-(hydroxymethyl)-4,5-dihydroisoxazol-3-yl]pyridin-3-yl}phenyl)-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-one (Example 1: 250 mg, 0.57 mMol), N,N-dimethylglycine (150 mg, 1.46 mMol), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (300 mg, 1.56 mMol), and 4-dimethylaminopyridine (5 mg, 0.04 mMol) were suspended in 5 ml of DMF at room temperature. The mixture was stirred overnight and then concentrated. The residue was purified by chromatography (silica gel; elution with 1 to 10% methanol in dichloromethane) to give the free base of the title compound as a white solid (250 mg). Mp 185–198° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07192974B2
Source datasetuspto-grants-2007_03
ORD IDord-f59543b3072f493187eefbb0d1baa91e
Source noteuspto-grants-2007_03