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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337637Generated: October 26, 2026

Benzoic acid, 3,5-dibromo- → 3,5-dibromo-N-cyclopropylbenzamide

https://huagongshe.com/reaction/337637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic acid, 3,5-dibromo-HCID 12063—
ReactantCyclopropylamineHCID 69828—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
SolventDimethylformamideHCID 6228—
Product3,5-dibromo-N-cyclopropylbenzamideHCID 67062088—

Reaction Steps

To a stirred solution of 3,5-dibromobenzoic acid (1 eq.) in DMF (0.15 M) was added HATU (1.3 eq.), cyclopropylamine (1.1 eq.) and Hunig's base (3 eq.). The resulting yellow mixture was stirred at RT for 18 h. The reaction was then quenched with saturated aqueous ammonium chloride and extracted with ethyl acetate. The combined organic extracts were washed further with water and brine, dried over Na2SO4, filtered and the filtrate concentrated in vacuo. Trituration of the crude product thus obtained in a mixture of ether and hexanes afforded the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889714B2
Source datasetuspto-grants-2014_11
ORD IDord-3e4244c5b4c2486dbba4e4862f388986
Source noteuspto-grants-2014_11