HuagongsheHuagongshe Chemistry Print Report · For research reference only
Valeryl chloride → 3-(2-Butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl pentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Valeryl chloride | HCID 61186 | — |
| Reactant | N4-(3-(tert-Butyldimethylsilyloxy)propyl)quinoline-3,4-diamine | HCID 86647172 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 3-(2-Butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl pentanoate | HCID 68431571 | — |
Reaction Steps
Valeryl chloride was added to a solution of the product from step (ii) (4.85 g) in NMP at rt. The mixture was stirred at rt for 15 min, heated at 100° C. for 6 h, cooled, and partitioned between EtOAc/saturated NaHCO3 solution. The organics were separated washed with water, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with EtOAc, yield 2.15 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436178B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-c5857098546c4e9d85750894e8051ac8 |
| Source note | uspto-grants-2013_05 |