HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → 6-{[(2S)-1-Acetylpyrrolidin-2-yl]methoxy}-4-(3-chloro-2-fluoroanilino)-7-methoxyquinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 4-(3-chloro-2-fluoroanilino)-7-methoxy-6-[(2S)-pyrrolidin-2-ylmethoxy]quinazoline hydrochloride | HCID 68522302 | — |
| Product | 6-{[(2S)-1-Acetylpyrrolidin-2-yl]methoxy}-4-(3-chloro-2-fluoroanilino)-7-methoxyquinazoline | HCID 59831132 | 92% |
Reaction Steps
Using a similar procedure to that described in Example 38, 4-(3-chloro-2-fluoroanilino)-7-methoxy-6-[(2S)-pyrrolidin-2-ylmethoxy]quinazoline hydrochloride (300 mg; prepared as described in Example 31) was reacted with acetic anhydride to give the title product (280 mg, 92%); 1H NMR Spectrum: (DMSO d6) 1.89-2.05 (m, 6H); 2.15 (m, 1H); 3.43-3.56 (m, 2H); 3.93 (s, 3H); 4.00-4.11 (m, 1H); 4.17-4.21 (m, 1H); 4.32-4.42 (m, 1H); 7.19-7.29 (m, 2H); 7.41-7.54 (m, 2H); 7.79-7.82 (m, 1H); 8.36-8.37 (m, 1H); 9.52-9.55 (m, 1H); Mass Spectrum: (M+H)+ 445.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399667B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-d39ac3d96a824797b7b52a5d1c14e637 |
| Source note | uspto-grants-2013_03 |