HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium ethoxide → (6-Bromo-4-ethoxy-quinazolin-2-yl)-methyl-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | (6-Bromo-4-chloro-quinazolin-2-yl)-methyl-amine | HCID 57590623 | — |
| Product | (6-Bromo-4-ethoxy-quinazolin-2-yl)-methyl-amine | HCID 57590621 | 29.8% |
Reaction Steps
To a solution of sodium ethoxide (8.11 g, 119.3 mmol) in absolute alcohol (150 mL) was added powder (6-bromo-4-chloro-quinazolin-2-yl)-methyl-amine (13 g, 47.7 mmol) in one portion and the mixture was stirred for 3 hours at room temperature under N2 atmosphere. The excess of alcohol was removed in vacuo and the residue was purified by column to afford (6-bromo-4-ethoxy-quinazolin-2-yl)-methyl-amine (4 g, 14.2 mmol, 29.8%) as a light yellow solid. 1H NMR (DMSO-d6): δ 7.90-7.89 (d, 1H), 7.70-7.67 (dd, 1H), 7.33-7.31 (m, 1H), 7.21-7.20 (dd, 1H), 4.45-4.44 (q, 2H), 2.83-2.82 (d, 3H), 1.40-1.37 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07501428B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-f060ebdb7bd541b3a7c86c1fbdefc008 |
| Source note | uspto-grants-2009_03 |