HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → HCID 118036739, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine | HCID 17750176 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 118036739 | HCID 118036739 | — |
Reaction Steps
A solution of 7-(dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine (intermediate 4, 200 mg, 0.960 mmol) in MeCN (5 ml) was treated with N-chlorosuccinimide (145 mg, 1.086 mmol), stirred for 20 h. The reaction mixture was concentrated; the residue was treated with Et2O and EtOAc, washed with water (2×) and brine, dried over Na2SO4, filtered and concentrated. The crude material was purified by normal phase chromatography (12 g silica gel cartridge, heptanes/EtOAc 100:0 to 0:100) the product containing fractions were concentrated. The residue was dissolved in EtOAc, washed twice water (2×) and brine, dried over Na2SO4, filtered and concentrated to give the title compound as a pale yellow oil. (UPLC-MS 1) tR 0.68 min; ESI-MS 243.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266883B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-4287efa2c633416eb530d4cfa25b97da |
| Source note | uspto-grants-2016_02 |