HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → ethyl 6-chloro-7-[(5-chloro-2-oxopyridin-1(2H)-yl)methyl]-2-(trifluoromethyl)-2H-chromene-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | ethyl 7-(bromomethyl)-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylate | HCID 69517129 | — |
| Reactant | 5-chloropyridin-2-ol | HCID 178516064 | — |
| Product | ethyl 6-chloro-7-[(5-chloro-2-oxopyridin-1(2H)-yl)methyl]-2-(trifluoromethyl)-2H-chromene-3-carboxylate | HCID 69517250 | 38.1% |
Reaction Steps
The formation of the ester was performed according to the procedure outlined in Example 157 Step 4 starting with 97 mg of 5-chloro-2-pyridinol, 20.7 mg of sodium hydride (60% dispersion in mineral oil) and 300 mg of the bromide from Example 157 Step 3. The compound was purified on the FlashMaster® chromatography system eluting with 25% EA/hexane then 50% EA/hexane to give 128 mg (38%) of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07259266B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-435680dcff70445aae198f55268dbdd1 |
| Source note | uspto-grants-2007_08 |