HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 59624715, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 59624816 | HCID 59624816 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59624715 | HCID 59624715 | 89% |
Reaction Steps
To a solution of 6-chloro-N-(3-fluoropyridin-4-yl)-8-(4-methoxybenzylamino)imidazo[1,2-b]pyridazine-3-carboxamide 19A (80 mg, 0.187 mmol) in DMF (2 mL) was added 60% NaH (18.74 mg, 0.469 mmol). The mixture was stirred for 20 minutes and then a solution of acetyl chloride (0.038 mL, 0.540 mmol) in DMF (0.4 mL) was added, and the mixture was stirred for 30 min. The reaction mixture was quenched with sat. NH4Cl. The light brown solid was collected by filtration, washed with water and dried under vacuum to give 19B (78 mg, 89%). {M+H]=469. HPLC Peak Rt=2.303 minutes (Chromolith column 4.6×50 mm eluting with 10-90% aqueous methanol over 4 minutes containing 0.1% TFA, 4 mL/min, monitoring at 220 nm.)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389527B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-afc27a77e93c48b39589420b2aeb0ed4 |
| Source note | uspto-grants-2013_03 |