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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246243Generated: October 29, 2026

Dimethylformamide → HCID 86677965, compound

https://huagongshe.com/reaction/246243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 71280293HCID 71280293—
ProductHCID 86677965HCID 86677965—

Reaction Conditions

Temperature67.5 °C

Reaction Steps

A solution of DMF at 5° C. was treated with phosphoryl trichloride (483 mg, 3.2 mmol) for 0.5 h. 2-(5-Chloro-benzoimidazol-1-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine (210 mg, 0.52 mmol) was added and the mixture was stirred at 65-70° C. for 7 h. The reaction was cooled and quenched with NaHCO3 (aq) then extracted into ethyl acetate (2×). The organics were washed with water and brine then dried (MgSO4). Purification was by flash chromatography gave 2-(5-chloro-benzoimidazol-1-yl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde. LCMS: (M+H)+=428.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-9751cdb649dd4906ae82c78e5712cdaa
Source noteuspto-grants-2014_02