HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 23450088, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 10401692 | HCID 10401692 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 23450088 | HCID 23450088 | 12.2% |
Reaction Steps
A solution of the compound of Example 51, 1-[2-(2-aminoethoxy)ethyl]-2-methyl-1H-imidazo[4,5-c]quinolin-4-amine (1.570 g, 5.50 mmol) in 40 mL of 1-methyl-2-pyrrolidinone was treated with triethylamine (1.53 mL, 11.0 mmol). With vigorous stirring, methanesulfonyl chloride (0.426 mL, 5.50 mmol) was added dropwise. After 18 h, the reaction was treated with 50 mL of water and then concentrated to yield a solid. The solid was purified by column chromatography (SiO2, 90:10:0.5 CHCl3:MeOH:NH4OH) to yield 244 mg of N-{2-[2-(4-amino-2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)ethoxy]ethyl}methanesulfonamide as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06677347B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-ed29933e3eb5436988641e3c3d75fe9e |
| Source note | uspto-grants-2004_01 |