HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 178520812, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 178511600 | HCID 178511600 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178520812 | HCID 178520812 | 101.1% |
Reaction Steps
To a solution of trans-N1-(3-(3-chlorophenyl)imidazo[1,2-b]pyridazin-6-yl)cyclohexane-1,4-diamine (90 mg, 0.26 mmol) and pyridine (0.08 mL, 1.04 mmol) in CH2Cl2 (2.6 mL) was added dropwise chloroacetyl chloride (0.03 mL, 0.39 mmol). The resulting mixture was stirred at room temperature overnight. TLC (CH2Cl2:MeOH=10:1) showed the reaction was complete. The mixture was poured into sat. aq. NaHCO3 (100 mL) and extracted with EtOAc (50 mL*3). The extracts were dried over Na2SO4, filtered and concentrated in vacuo to give crude 2-chloro-N-(trans-4-((3-(3-chlorophenyl)imidazo[1,2-b]pyridazin-6-yl)amino)cyclohexyl)acetamide (110 mg, 101%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09416132B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-284a8dae910947a688ae018848b67a22 |
| Source note | uspto-grants-2016_08 |