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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778647Generated: October 25, 2026

Dimethylamine → 5-bromo-N,N-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide

https://huagongshe.com/reaction/1778647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantTetrahydrofuranHCID 8028—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant5-Bromo-2,3-dihydro-1-benzofuran-2-carboxylic acidHCID 18624243—
Product5-bromo-N,N-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamideHCID 8672279887%

Reaction Steps

A mixture of 5-bromo-2,3-dihydro-1-benzofuran-2-carboxylic acid (0.243 g, 1.00 mmol) (ParkWay, Cat. No. YB-162), benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (0.464 g, 1.05 mmol) and 2.0 M dimethylamine in tetrahydrofuran (THF) (2.00 mL, 4.00 mmol) was stirred at r.t. for 2 h. The volatiles were removed under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in hexanes (gradient: 0-50%) to afford the desired product (0.235 g, 87%). LCMS (M+H)+=270.0/272.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266892B2
Source datasetuspto-grants-2016_02
ORD IDord-9aae343104a34c03ae6c5224a42417c0
Source noteuspto-grants-2016_02