Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877728Generated: November 2, 2026

Diisopropylethylamine → (3S,4S)-benzyl 3-((6-bromo-3-carbamoylpyrrolo[1,2-b]pyridazin-4-yl)amino)-4-methylpyrrolidine-1-carboxylate

https://huagongshe.com/reaction/877728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Bromo-4-chloropyrrolo[1,2-b]pyridazine-3-carboxamideHCID 68291192—
Reactant(3S,4S)-benzyl 3-amino-4-methylpyrrolidine-1-carboxylateHCID 68350278—
SolventDimethylacetamideHCID 31374—
Product(3S,4S)-benzyl 3-((6-bromo-3-carbamoylpyrrolo[1,2-b]pyridazin-4-yl)amino)-4-methylpyrrolidine-1-carboxylateHCID 68350361—

Reaction Steps

Intermediate 2 (1000 mg, 3.64 mmol), (+/−)-(cis)-benzyl 3-amino-4-methylpyrrolidine-1-carboxylate (Intermediate 5, 1024 mg, 4.37 mmol) and DIPEA (1.27 mL, 7.29 mmol) in DMA (4.0 mL) was heated at 90° C. for 5 h then was allowed to cool to rt and stir overnight. The reaction mixture was added to crushed ice, stirred for 30 min, and the resulting solid that had precipitated was collected by vacuum filtration and was rinsed with water and dried to afford the title compound as a cream colored solid. HPLC (method B) retention time=3.67 min. LCMS (m+1)=472/474 (1:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987268B2
Source datasetuspto-grants-2015_03
ORD IDord-03eca52671f74b9abf0af991368a3d33
Source noteuspto-grants-2015_03