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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924949Generated: October 29, 2026

5-Bromo-1,3-thiazole-2-carboxamide → 5-[8-(4-Morpholin-4-yl-phenylamino)-imidazo[1,2-a]pyrazin-5-yl]-thiazole-2-carboxylic acid amide

https://huagongshe.com/reaction/1924949

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-1,3-thiazole-2-carboxamideHCID 22497247—
Reactant(4-Morpholin-4-yl-phenyl)-(5-tributylstannanyl-imidazo[1,2-a]pyrazin-8-yl)-carbamic acid tert-butyl esterHCID 59023110—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product5-[8-(4-Morpholin-4-yl-phenylamino)-imidazo[1,2-a]pyrazin-5-yl]-thiazole-2-carboxylic acid amideHCID 57393992—

Reaction Steps

In the same way as described for Compound 212, step 3, using (4-morpholin-4-yl-phenyl)-(5-tributylstannanyl-imidazo[1,2-a]pyrazin-8-yl)-carbamic acid tert-butyl ester (0.25 g, 0.365 mmol), 5-bromo-thiazole-2-carboxylic acid amide (60.5 mg, 0.29 mmol) and Pd(PPh3)4 (63.3 mg, 0.055 mmol) in DMF. Purification by silica gel column chromatography eluting with 99:1 and 95:5 DCM:MeOH affords the title compound as a free base (27.4 mg, 49%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178530B2
Source datasetuspto-grants-2012_05
ORD IDord-312aa5d3fb3344a6910d679d55f38052
Source noteuspto-grants-2012_05