Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507912Generated: October 26, 2026

Diisopropylethylamine → 6-bromo-4-(((1R)-2-fluoro-1,2-dimethylpropyl)amino)pyrrolo[1,2-b]pyridazine-3-carboxamide

https://huagongshe.com/reaction/1507912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Bromo-4-chloropyrrolo[1,2-b]pyridazine-3-carboxamideHCID 68291192—
Reactant4-(((1R)-2-fluoro-1,2-dimethylpropyl)amino)pyrrolo[1,2-b]pyridazine-3-carboxamideHCID 68349447—
Reactant(2R)-3-fluoro-3-methylbutan-2-amine hydrochlorideHCID 86677913—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product6-bromo-4-(((1R)-2-fluoro-1,2-dimethylpropyl)amino)pyrrolo[1,2-b]pyridazine-3-carboxamideHCID 68349523—

Reaction Steps

A solution of 6-bromo-4-chloropyrrolo[1,2-b]pyridazine-3-carboxamide (Preparation 5, 519 mg, 1.89 mmol), (R)-2-fluoro-1,2-dimethyl-propylamine hydrochloride salt (402 mg, 2.84 mmol, from Intermediate 2, step 3), and diisopropylethylamine (0.99 mL, 5.68 mmol) in NMP (2.0 mL) was heated to 100° C. for 1 hour in the CEM microwave. The mixture was cooled to rt, diluted with water and the resulting precipitate then filtered and allowed to air dry. This afforded 595 mg (92%) of a pale white solid as the title compound. HPLC (condition B): retention time=3.67 min. LCMS (condition B): m/z 343.1, 345.1. 1H NMR (500 MHz, CD3OD) δ ppm 8.16 (1 H, s), 7.67 (1 H, d, J=1.66 Hz), 7.04 (1 H, d, J=1.39 Hz), 4.11-4.60 (1 H, m), 1.45-1.54 (6 H, m), 1.43 (3 H, d, J=6.66 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221826B2
Source datasetuspto-grants-2015_12
ORD IDord-c8a665d12bd34336bf37e7478dc2ffc1
Source noteuspto-grants-2015_12