Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408957Generated: November 3, 2026

Water → 6-bromo-4-((1S,2S)-2-hydroxy-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide

https://huagongshe.com/reaction/1408957

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
Reactant(1R)-2,2-dimethylcyclopentan-1-amineHCID 15196533—
Reactant(+/-)-(1S,2S)-2-amino-1-methylcyclohexanolhydrobromideHCID 86707707—
Product6-bromo-4-((1S,2S)-2-hydroxy-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamideHCID 6829183257%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of Preparation 5 (41.8 mg, 0.152 mmol) and (±)-(1S,2S)-2-amino-1-methylcyclohexanol hydrobromide (32 mg, 0.152 mmol) in DMF (0.4 mL) was added DIPEA (0.08 mL, 0.46 mmol) and the mixture was heated to 90° C. for 18 h. The reaction was cooled to rt and added water (3 mL) then stirred rapidly for 3 h and filtered. The solids were purified on silica gel (100% heptane to 50% ethyl acetate/heptane to 100% ethyl acetate) to afford the title compound (31.6 mg, 57% yield). LCMS 369.05 (M+2)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921368B2
Source datasetuspto-grants-2014_12
ORD IDord-352baef288554980943518082273199b
Source noteuspto-grants-2014_12