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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (1R)-2,2-dimethylcyclopentan-1-amine | HCID 15196533 | — |
| Reactant | (+/-)-(1S,2S)-2-amino-1-methylcyclohexanolhydrobromide | HCID 86707707 | — |
| Product | 6-bromo-4-((1S,2S)-2-hydroxy-2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide | HCID 68291832 | 57% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921368B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-352baef288554980943518082273199b |
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| Source note | uspto-grants-2014_12 |
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