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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2384313Generated: October 28, 2026

5-Bromosalicylic acid → HCID 11744211, compound

https://huagongshe.com/reaction/2384313

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromosalicylic acidHCID 6972—
ReactantTriethylamineHCID 8471—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 23069946HCID 23069946—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 11744211HCID 1174421111.9%

Reaction Conditions

Temperature40 °C

Reaction Steps

WSC.HCl (96 mg, 0.5 mmol) was added to a solution of 5-bromosalicylic acid (109 mg, 0.5 mmol), 2-amino-5-(morpholino)carbonylindan (refer to Chem. Pharm. Bull., 2000, 48, 131; 141 mg, 0.5 mmol) and triethylamine (70 μL, 0.5 mmol) in dichloromethane (5 mL), and the mixture was stirred at 40° C. for 1.5 hours. After cooling, the reaction mixture was diluted with ethyl acetate, washed with 2 N hydrochloric acid, water and brine one after another, dried over anhydrous magnesium sulfate, concentrated, and the residue was purified by column chromatography on silica gel (dichloromethane:methanol=19:1) to give the title compound (26 mg, 11.9%) as a white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263657B2
Source datasetuspto-grants-2012_09
ORD IDord-75d703797cde45118195ae29acb87240
Source noteuspto-grants-2012_09