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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593692Generated: October 31, 2026

Dimethylformamide → HCID 69508855, compound

https://huagongshe.com/reaction/1593692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiethylamineHCID 8021—
ReactantTriphenylphosphineHCID 11776—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 68852883HCID 68852883—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
ProductHCID 69508855HCID 6950885560%

Reaction Conditions

Temperature125 °C

Reaction Steps

A solution of 4-bromo-3-(morpholinosulfonyl)-N-((1S,4R)-1,3,3-trimethylbicyclo-[2.2.1]heptan-2-yl)benzamide 91 (400 mg, 0.8 mmol), bis(triphenylphosphine)-palladium(II) chloride (30 mg, 0.04 mmol), triphenylphosphine (39.7 mg, 0.151 mmol), copper(I) iodide (9 mg, 0.04 mmol), N-ethylethanamine (1.18 mL, 11.4 mmol) in N,N-dimethylformamide (1 mL) was degassed with nitrogen and sonicated. The reaction mixture was heated in the microwave at 125° C. for 25 minutes. The reaction mixture was poured into saturated ammonium chloride solution and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, filtered and evaporated. The residue was purified by silica gel chromatography using hexane/ethyl acetate (0-50%) to give the product 6.1 as a yellow oil (240 mg, 60% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07297796B2
Source datasetuspto-grants-2007_11
ORD IDord-04ed7dffce244b5383be8a9a6280ae53
Source noteuspto-grants-2007_11