HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Bromo-7-methylquinoline → (7-Methyl-quinolin-6-yl)-acetic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Bromo-7-methylquinoline | HCID 57911018 | — |
| Reactant | HCID 178476297 | HCID 178476297 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | (7-Methyl-quinolin-6-yl)-acetic acid tert-butyl ester | HCID 68703613 | — |
Reaction Steps
To 1.02 g of 6-bromo-7-methyl-quinoline were added a solution of 20 ml of tert-butylzincbromide acetate and 0.58 g of Pd(PPh3)4. The mixture was placed in the microwave reactor for 30 min to achieve a temperature of 120° C. (repeated for 3 times.). Purification via flash column chromatography returned the title compound (3.2 g, 68%). 1H NMR (CDCl3, 300 MHz) δ 8.84 (m, 1H), 8.07 (m, 1H), 7.89 (s, 1H), 7.63 (s, 1H), 7.31 (m, 1H), 3.72 (s, 2H), 2.51 (s, 3H), 1.46 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071581B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-f3c40efb057f4c2f910e79ed9dd3a108 |
| Source note | uspto-grants-2011_12 |