HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → 4-(3-Chloro-2-fluoroanilino)-7-methoxy-6-{[(2S)-1-methylsulfonylpyrrolidin-2-yl]methoxy}quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 4-(3-chloro-2-fluoroanilino)-7-methoxy-6-[(2S)-pyrrolidin-2-ylmethoxy]quinazoline hydrochloride | HCID 68522302 | — |
| Product | 4-(3-Chloro-2-fluoroanilino)-7-methoxy-6-{[(2S)-1-methylsulfonylpyrrolidin-2-yl]methoxy}quinazoline | HCID 60036689 | 61% |
Reaction Steps
Using a similar procedure to that described in Example 29, 4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[(2S)-pyrrolidin-2-yl]methoxy}quinazoline hydrochloride (300 mg) was reacted with methane sulfonyl chloride to give the title product (200 mg, 61%); 1H NMR Spectrum: (DMSO d6) 1.88-2.17 (m, 4H); 2.98 (s, 3H); 3.38 (m, 2H); 3.93 (s, 3H); 4.02 (m, 1H); 4.15 (m, 2H); 7.20 (s, 1H); 7.20-7.30 (m, 1H); 7.42-7.53 (m, 2H); 7.81 (s, 1H); 8.37 (s. 1H); 9.62 (s, 1H); Mass Spectrum: (M+H)+ 481.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399667B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-22b62a68983f4581a7ca9475e9f3b502 |
| Source note | uspto-grants-2013_03 |