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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557882Generated: October 25, 2026

Dimethylformamide → 5-Bromo-N-cyclopropylpyridine-2-carboxamide

https://huagongshe.com/reaction/557882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCyclopropylamineHCID 69828—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant5-Bromopyridine-2-carboxylic acidHCID 608544—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-N-cyclopropylpyridine-2-carboxamideHCID 26370089—

Reaction Steps

N,N-Diisopropylethylamine (0.69 mL, 0.0040 mol) was added to a mixture of 5-bromopyridine-2-carboxylic acid (400 mg, 0.002 mol), cyclopropylamine (0.16 mL, 0.0024 mol) and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (1.1 g, 0.0024 mol) in N,N-dimethylformamide (9.4 mL, 0.12 mol) at 0° C. and the mixture was stirred overnight at room temperature. The mixture was diluted with ethyl acetate, washed with water and brine successively, dried over sodium sulfate, filtered and concentrated. The product was purified by CombiFlash eluting with CH2Cl2/EtOAc (max.EtOAc 20%). LC-MS: 241.1/243.1 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058288B2
Source datasetuspto-grants-2011_11
ORD IDord-608f3976613242cc85a4cb23aedc7b10
Source noteuspto-grants-2011_11