HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Chloromethyl)pyrimidine → 2-(Pyridazin-3-ylmethyl)isoindoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Chloromethyl)pyrimidine | HCID 13123553 | — |
| Reactant | 3-(Chloromethyl)pyridazine | HCID 14239712 | — |
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Product | 2-(Pyridazin-3-ylmethyl)isoindoline-1,3-dione | HCID 66630616 | 17% |
Reaction Steps
Following the procedure as described in step A of Preparation 14, making variations as required to replace 4-(chloromethyl)pyrimidine with 3-(chloromethyl)pyridazine (prepared according to R. W. Carling, et al., J. Med. Chem., (2004), Vol. 47, pp. 1807-1822) to react with potassium phthalimide, 2-(pyridazin-3-ylmethyl)isoindoline-1,3-dione was obtained as a colorless solid in 17% yield: 1H NMR (300 MHz, CDCl3) δ 9.12 (d, J=3.0 Hz, 1H), 7.90-7.85 (m, 2H), 7.78-7.72 (m, 2H), 7.51-7.43 (m, 2H), 5.21 (s, 2H):MS (ES+) m/z 240.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063084B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-9bdfefe33d2542aaa2ef2db533555412 |
| Source note | uspto-grants-2011_11 |