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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706767Generated: October 30, 2026

Oxalyl chloride → HCID 67976968, compound

https://huagongshe.com/reaction/706767

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-benzyl-1H-indazol-4-amineHCID 21327317—
Reactant6-Methoxyimidazo[1,2-a]pyridine-3-carboxylic acidHCID 55264032—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 67976968HCID 6797696825%

Reaction Steps

6-Methoxyimidazo[1,2-a]pyridine-3-carboxylic acid (29.5 mg, 0.154 mmol) was taken up in DCM. Oxalyl chloride (1.1 equivalents) was added followed by a drop of DMF. The reaction was stirred at ambient temperature until bubbling ceased, and then 1-benzyl-1H-indazol-4-amine (34.3 mg, 0.154 mmol) was added followed by DIEA (1.2 equivalents). The reaction was stirred at ambient temperature overnight. The reaction was concentrated, triturated with ether and purified by Preparative TLC (1 mm) eluting with 10% MeOH/DCM to give 15 mg (25%) of the desired product. MS (ES+APCI) m/z=398.3 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174981B2
Source datasetuspto-grants-2015_11
ORD IDord-6cdec8cbf92b42a2a44ab41d54bd483d
Source noteuspto-grants-2015_11