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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1796609Generated: October 25, 2026

N-acetylanthranilic acid → 5-Methyl-6-(2-methyl-4-oxo-4H-quinazolin-3-yl)-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-3-carbonitrile

https://huagongshe.com/reaction/1796609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-acetylanthranilic acidHCID 6971—
ReactantDiisopropylethylamineHCID 81531—
ReactantPyBOPHCID 2724699—
Reactant6-Amino-5-methyl-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-3-carbonitrile hydrochlorideHCID 22179487—
Solvent1,2-DichloroethaneHCID 11—
Product5-Methyl-6-(2-methyl-4-oxo-4H-quinazolin-3-yl)-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-3-carbonitrileHCID 22179517—

Reaction Steps

6-Amino-5-methyl-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-3-carbonitrile hydrochloride (10.4 mg, 0.027 mmol), 2-acetylamino benzoic acid (7 mg, 0.04 mmol), PyBOP (21 mg, 0.04 mmol) and DIEA (8.6 mg, 0.067 mmol) in 1.2-dichloroethane (0.5 ml) were stirred at RT for 16 hrs. The reaction mixture was concentrated and purified by silica gel flash chromatography to isolate 375 as a yellow film (5.8 mg, 42%). [M+H]+=498.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07030112B2
Source datasetuspto-grants-2006_04
ORD IDord-ec285a38b7bb45b8a73d88a8383359ef
Source noteuspto-grants-2006_04