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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1867523Generated: November 2, 2026

Dimethylformamide → Glycine, N-(2,1,3-benzoxadiazol-5-ylcarbonyl)-, methyl ester

https://huagongshe.com/reaction/1867523

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant2,1,3-Benzoxadiazole-5-carboxylic acidHCID 2735454—
SolventSodium chloride; waterHCID 57417360—
ProductGlycine, N-(2,1,3-benzoxadiazol-5-ylcarbonyl)-, methyl esterHCID 14541753—

Reaction Steps

492 mg (3 mmol) benzo[1,2,5]oxadiazole-5-carboxylic acid 376 mg (1 eq.) glycine methyl ester hydrochloride, 486 mg (1.2 eq.) HOBt and 690 mg (1.2 eq.) EDC.HCl are dissolved in 20 mL DMF under argon and the reaction mixture is stirred at room temperature for 90 minutes after addition of 2 mL (4 eq.) Hünig's base. The reaction mixture is poured onto ice and brine, and extracted with ethyl acetate. The combined organic phases are dried with sodium sulfate and evaporated to yield the desired product as a beige powder. MS (ES+): 236 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07632851B2
Source datasetuspto-grants-2009_12
ORD IDord-73831c29fabb4e889fa55e328dcbdffe
Source noteuspto-grants-2009_12