Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | HCID 66547151 | HCID 66547151 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 66547153 | HCID 66547153 | 62.8% |
Reaction Steps
A solution of (R)-6-(3-(aminomethyl)phenyl)-4-(3-fluoro-3-methylbutan-2-ylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide (Example 68, 18.5 mg, 0.050 mmol), 1,1′-carbonyldiimidazole (16.24 mg, 0.100 mmol), and Et3N (0.017 mL, 0.125 mmol) in C1CH2CH2Cl (1 mL) was stirred at 23° C. for 1 hr then cyclopropanamine (8.67 μl, 0.125 mmol) was added and the resulting mixture was heated to 80° C. for 30 minutes. The reaction was cooled, concentrated and redissolved in 1 mL of MeOH with a few drops of DMF. The reaction mixture was purified by reverse-phase preparative HPLC (condition C) to yield the title compound (14.2 mg, 61%). HPLC (condition H): retention time=1.42 minute. LC/MS (M+H)+=453.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221826B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-81cafa32c19f4722aa5b37df77b5d331 |
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| Source note | uspto-grants-2015_12 |
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