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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725138Generated: November 1, 2026

Hydrochloric Acid → [6-(2-Aminomethyl-thiazol-4-yl)-quinazolin-4-yl]-[3-methyl-4-(6-methyl-pyridin-3-yloxy)-phenyl]-amine

https://huagongshe.com/reaction/1725138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactant(4-{4-[3-Methyl-4-(6-methyl-pyridin-3-yloxy)-phenylamino]quinazolin-6-yl}-thiazol-2-ylmethyl)-carbamic acid ter-butyl esterHCID 131727277—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product[6-(2-Aminomethyl-thiazol-4-yl)-quinazolin-4-yl]-[3-methyl-4-(6-methyl-pyridin-3-yloxy)-phenyl]-amineHCID 6662368968%

Reaction Steps

(4-{4-[3-Methyl-4-(6-methyl-pyridin-3-yloxy)-phenylamino]quinazolin-6-yl}-thiazol-2-ylmethyl)-carbamic acid ter-butyl ester (81 mg, 0.14 mmol) is treated with concentrated aqueous hydrochloric acid (0.5 ml) in EtOAc (6 ml). Reaction progress is followed by LC/MS. Upon reaction completion saturated aqueous potassium carbonate solution is added, the reaction mixture is diluted with water and thoroughly extracted with DCM and EtOAc. The combined organic extracts are dried (Na2SO4) and concentrated under reduced pressure to yield 45 mg (0.095 mmol, 68%) of clean desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488823B2
Source datasetuspto-grants-2009_02
ORD IDord-0f5c115e38b84b6d838e8c9cc0a43ed8
Source noteuspto-grants-2009_02