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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896270Generated: October 29, 2026

Acetic Acid → HCID 22349638, compound

https://huagongshe.com/reaction/896270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-4-phenylthiazoleHCID 40302—
ReactantHCID 131725033HCID 131725033—
ProductHCID 22349638HCID 22349638—

Reaction Steps

Methyl-2-cyano-4-methoxy-5-(3-morpholinopropoxy)phenylimidoformate (100 mg; 0.3 mmol) in DMF (1.5 ml) was reacted with 2-amino-4-phenyl-1,3-thiazole (58 mg; 0.33 mmol) in presence of sodium hydride (13.2 mg; 0.33 mmol) at 75° C. for 1.5 h. Acetic acid (1.5 eq.) was added and the solvent was evaporated to give 6-methoxy-7-(3-morpholinopropoxy)-3-(4-phenyl-1,3-thiazol-2-yl)quinazolin-4(3H)-imine as an intermediate which was redissolved in DMF (1.5 ml) and ammonium acetate (95 mg; 0.9 mmol) added. The mixture was stirred at 75° C. for 1 h, the solvent was evaporated and the residue purified by silica gel chromatography, CH2Cl2/MeOH 95/5→90/10 to give title compound (44 mg, 31%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919338B2
Source datasetuspto-grants-2005_07
ORD IDord-cf3a4158b53f4343b36ed6c5e64a98d4
Source noteuspto-grants-2005_07