HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(chloromethyl)-1-methyl-1H-imidazole hydrochloride → 4-(4-Chloro-2-fluoroanilino)-6-methoxy-7-((1-methylimidazol-2-yl)methoxy)quinazoline hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(chloromethyl)-1-methyl-1H-imidazole hydrochloride | HCID 2795406 | — |
| Reactant | 4-(4-Chloro-2-fluorophenylamino)-7-hydroxy-6-methoxyquinazoline | HCID 135513720 | — |
| Product | 4-(4-Chloro-2-fluoroanilino)-6-methoxy-7-((1-methylimidazol-2-yl)methoxy)quinazoline hydrochloride | HCID 22625088 | 95.2% |
Reaction Steps
Using an analogous procedure to that described in Example 25, 4-(4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (224 mg, 0.7 mmol), (prepared as described for the starting material in Example 24), and 2-chloromethyl-1-methylimidazole hydrochloride (140 mg, 0.8 mmol) were combined to give 4-(4-chloro-2-fluoroanilino)-6-methoxy-7-((1-methylimidazol-2-yl)methoxy)quinazoline hydrochloride (150 mg, 44%). 1H NMR Spectrum: (DMSOd6) 3.94(s, 3H); 4.02(s, 3H); 5.69(s, 2H); 7.44(dd, 1H); 7.6(t, 1H); 7.64(s, 1H); 7.67(dd, 1H); 7.72(d, 1H); 7.81(d, 1H); 8.46(s, 1H); 8.81(s, 1H) MS-ESI: 414 [MH]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06258951B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-b223fe08d483463f9e821c91a30e9799 |
| Source note | uspto-grants-2001_07 |