Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418362Generated: October 29, 2026

Dimethylformamide → 3,4-dimethoxy-N-[3-(2-morpholin-4-yl-indan-5-ylcarbamoyl)-benzyl]-benzamide

https://huagongshe.com/reaction/418362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant3-[(3,4-Dimethoxy-benzoylamino)-methyl]-benzoic acidHCID 44819543—
Reactant2-Morpholin-4-yl-indan-5-ylamineHCID 59190875—
SolventEthyl AcetateHCID 8857—
Product3,4-dimethoxy-N-[3-(2-morpholin-4-yl-indan-5-ylcarbamoyl)-benzyl]-benzamideHCID 5919082962.4%

Reaction Steps

To a suspension of the 3-[(3,4-dimethoxy-benzoylamino)-methyl]-benzoic acid (100 mg, 0.32 mmol) and 2-morpholin-4-yl-indan-5-ylamine (84 mg, 0.38 mmol) 1.5 mL of DMF. To this was added TBTU (122 mg, 0.38 mmol), and the vial warmed until a clear solution was obtained. The solution was stirred at room temperature. Stirring continued for 20 h total. Diluted with EtOAc and washed with Na2CO3, water and brine. The organic layer was dried over MgSO4, evaporated and purified by column chromatography, CH2Cl2/MeOH gradient 1-10%, to give 103 mg of 3,4-dimethoxy-N-[3-(2-morpholin-4-yl-indan-5-ylcarbamoyl)-benzyl]-benzamide. MS, electrospray, 516, (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093266B2
Source datasetuspto-grants-2012_01
ORD IDord-38fc7e2cdf364ba882f1ffe4770a58cf
Source noteuspto-grants-2012_01