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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1040439Generated: October 29, 2026

Dimethylformamide → HCID 58431082, compound

https://huagongshe.com/reaction/1040439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 58431001HCID 58431001—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
Catalystpalladium(II) acetateHCID 167845—
ProductHCID 58431082HCID 58431082—

Reaction Steps

Polystyrene supported triphenylphosphine (250 mg, 0.544 mmol) and Pd(OAc)2 (57 mg, 0.25 mmol) were combined in a glass vial along with DMF (5.5 mL). The vial was flushed with argon and a septum was affixed. The suspension was stirred for 1 h at room temperature. Solid Zn(CN)2 (426 mg, 3.63 mmol) and a solution of (6-bromo-pyridin-2-yl)-bis-(4-methoxy-benzyl)-amine (1.50 g, 3.63 mmol) in DMF (5.5 mL) were then added. The vial was flushed with argon, sealed, and heated at 140° C. in a microwave for 30 min. The reaction mixture was filtered and the volatiles were removed in vacuo. The residue was purified by flash chromatography on silica gel (10→50% EtOAc/hexanes) to give the title compound as a colorless oil, m/z 361.0 [M+2]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552205B2
Source datasetuspto-grants-2013_10
ORD IDord-c028b2092b494106a78b4fa38b9234a0
Source noteuspto-grants-2013_10