HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (3S,4S)-benzyl 3-((6-bromo-3-carbamoylpyrrolo[1,2-b]pyridazin-4-yl)amino)-4-methylpyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Bromo-4-chloropyrrolo[1,2-b]pyridazine-3-carboxamide | HCID 68291192 | — |
| Reactant | (3S,4S)-benzyl 3-amino-4-methylpyrrolidine-1-carboxylate | HCID 68350278 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | (3S,4S)-benzyl 3-((6-bromo-3-carbamoylpyrrolo[1,2-b]pyridazin-4-yl)amino)-4-methylpyrrolidine-1-carboxylate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987268B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-03eca52671f74b9abf0af991368a3d33 |
| Source note | uspto-grants-2015_03 |