HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Iodo-2-methoxy-3-methylpyridine → 1-(6-Bromo-pyridin-2-ylmethyl)-3-(6-methoxy-5-methyl-pyridine-3-carbonyl)-1H-quinolin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Iodo-2-methoxy-3-methylpyridine | HCID 53415990 | — |
| Reactant | 1-(6-Bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amide | HCID 57754532 | — |
| Reactant | HCID 178418918 | HCID 178418918 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(6-Bromo-pyridin-2-ylmethyl)-3-(6-methoxy-5-methyl-pyridine-3-carbonyl)-1H-quinolin-4-one | HCID 57754701 | — |
Reaction Steps
Experimental conditions analogous to those described for Step 6 of Example 60 from 120 mg (0.30 mmol) of 1-(6-bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amide in 1 mL THF and 164 mg (0.66 mmol) of 5-iodo-2-methoxy-3-methyl-pyridine in 1 mL THF with 0.34 mL 2M isopropylmagnesium chloride. Yield: 40 mg of a white powder. LC-MSD, m/z for C23H18BrN3O3 [M+H]+=464.0, 466.0; HPLC retention time: 2.4 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557213B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-b791cae95a724f8a828176e1a3b1d891 |
| Source note | uspto-grants-2009_07 |