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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1457189Generated: November 3, 2026

Dimethylformamide → HCID 22103556, compound

https://huagongshe.com/reaction/1457189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTert-ButylamineHCID 6385—
ReactantOxalyl chlorideHCID 65578—
ReactantHCID 22103717HCID 22103717—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 22103556HCID 22103556—

Reaction Steps

To the title compound of Step (C) (85 mg, 0.16 mmol) and 0.004 ml DMF in 1.6 ml CH2Cl2, oxalyl chloride (2M in CH2Cl2, 0.20 ml, 0.40 mmol) was added. The mixture was stirred at room temperature for 0.5 hr and concentrated. To the residue, 2 ml CH2Cl2 and tert-butylamine (t-BuNH2, 69 mg, 0.94 mmol) were added. The reaction was stirred at room temperature overnight, diluted with EtOAc, washed with H2O and brine, dried and concentrated. The residue was chromatographed on silica gel using 1:2 hexane/EtOAc to afford the title compound of this step (45 mg, 48%) as a colorless gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05846990
Source datasetuspto-grants-1998_12
ORD IDord-d65ce9427fa14454aa47004a29a8a6e2
Source noteuspto-grants-1998_12