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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1796599Generated: November 2, 2026

Hydrochloric Acid → 6-Amino-5-methyl-4-[(4-phenoxyphenyl)amino]pyrrolo[1,2-b]pyridazine-3-carbonitrile

https://huagongshe.com/reaction/1796599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant[3-Cyano-5-methyl-4-[(4-phenoxyphenyl)amino]pyrrolo[1,2-b]pyridazin-6-yl]carbamic Acid, Phenylmethyl EsterHCID 20791574—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product6-Amino-5-methyl-4-[(4-phenoxyphenyl)amino]pyrrolo[1,2-b]pyridazine-3-carbonitrileHCID 22179488109.8%

Reaction Steps

To a solution of compound 11A (40 mg, 0.082 mmol) in MeOH (4 mL) was added Pd/C (12 mg), and the reaction mixture was stirred under hydrogen (1 atm) for 30 minutes, after which time HCl (4M in dioxane, 0.1 mL) was added. The reaction mixture was filtered and the filtrate concentrated in vacuo to provide 32 mg of compound 11B as an orange solid (quantitative yield as HCl salt). HPLC: 100% at 2.90 min (retention time) (YMC S5 ODS column, 4.6×50 mm eluting with 10-90% McOH/H2O over 4 minutes containing 0.1% TFA; 4 mL/min, monitoring at 220 nm). MS (ES): m/z 356.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07030112B2
Source datasetuspto-grants-2006_04
ORD IDord-3d8ca560439c4677a8be8e8ccfadc6ae
Source noteuspto-grants-2006_04