HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 8-(1-Ethyl-propyl)-2,6-dimethyl-3-(3-methyl-5-pyridin-2-yl-thiophen-2-yl)-imidazo[1,2-b]pyridazine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 8-(1-Ethyl-propyl)-2,6-dimethyl-3-(3-methyl-5-pyridin-2-yl-thiophen-2-yl)-imidazo[1,2-b]pyridazine | HCID 57932957 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 8-(1-Ethyl-propyl)-2,6-dimethyl-3-(3-methyl-5-pyridin-2-yl-thiophen-2-yl)-imidazo[1,2-b]pyridazine hydrochloride | HCID 68841449 | 69% |
Reaction Steps
To a solution of 8-(1-ethyl-propyl)-2,6-dimethyl-3-(3-methyl-5-pyridin-2-yl-thiophen-2-yl)-imidazo[1,2-b]pyridazine (0.15 g, 38 mmol) and MeOH (2 mL) is added AcCl (0.028 mL, 0.39 mmol). After one hour the solution is concentrated and the residue recrystallized from EtOAc/hexane furnish the title compound (0.11 g, 0.26 mmol, 69%). 1H NMR (CDCl3), δ 0.97 (t, J=7.4 Hz, 6H), 1.75-2.03 (m, 4H), 2.17 (s, 3H), 2.66 (s, 3H), 2.77 (s, 3H), 3.86-3.98 (m, 1H), 7.17 (s, 1H), 7.21-7.30 (m, 2H), 7.62 (bs, 1H), 7.67-7.7.82 (m, 2H), 8.60 (d, J=4.8 Hz, 1H). LC/MS (m/z): calcd. for C23H26ClN5S (M+H)+: 428.1; found: 391.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612067B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-aaf38cc03fbf41769d74be5d47853824 |
| Source note | uspto-grants-2009_11 |