HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86707708, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | HCID 86707709 | HCID 86707709 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86707708 | HCID 86707708 | 40.8% |
Reaction Steps
A mixture of 4-((1R,3S)-3-amino-2,2,3-trimethylcyclopentylamino)-6-(4-(aminomethyl)phenyl)pyrrolo[1,2-b]pyridazine-3-carboxamide (Example 234, 8 mg, 0.020 mmol), acetic acid (1.8 mg, 0.03 mmol), BOP (1.3 mg, 0.022 mmol) and DIPEA (6.35 mg, 0.05 mmol) in DMF (0.5 mL) was stirred at rt for 2 h. The reaction was purified by preparative HPLC to afford the title compound (4 mg, 38% yield). LCMS: 491.32 (M+H); HPLC (condition B): retention time=3.51 min; 1H NMR (CDCl3, 400 MHz) δ 7.95 (s, 1H), 7.78 (s, 1H), 7.51 (m, 2H), 7.29 (m, 2H), 7.00 (m, 1H), 4.46 (M, 1H), 4.37 (s, 2H), 2.34 (m, 2H), 1.97 (m, 6H), 1.72 (m, 1H), 3.28 (s, 3H), 1.06 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921368B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-43e3fcb5a00a467a87da5cc51cd68ade |
| Source note | uspto-grants-2014_12 |