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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363351Generated: November 1, 2026

Triethylamine → 5-bromo-N-[1-(trifluoromethyl)cyclopropyl]pyridine-2-carboxamide

https://huagongshe.com/reaction/2363351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant5-Bromopyridine-2-carboxylic acidHCID 608544—
Reactant1-(Trifluoromethyl)cyclopropanamineHCID 11651197—
SolventDichloromethaneHCID 6344—
Product5-bromo-N-[1-(trifluoromethyl)cyclopropyl]pyridine-2-carboxamideHCID 7093526354.2%

Reaction Steps

A mixture of 5-bromopyridine-2-carboxylic acid (150 mg, 0.74 mmol), 1-(trifluoromethyl)cyclopropanamine (93 mg, 0.74 mmol) (Oakwood, Cat. #: 038175), benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (345 mg, 0.780 mmol) and triethylamine (310 μL, 2.2 mmol) in methylene chloride (1 mL) was stirred at room temperature for 3 h. The mixture was concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with methanol in dichloromethylene (0-5%) to afford the desired product (124 mg). LCMS (M+H)+: m/z=309.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691807B2
Source datasetuspto-grants-2014_04
ORD IDord-e99f395b882141ce8493f7dc00b8b72e
Source noteuspto-grants-2014_04