HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Methyl 2-chloro-3-(2,6-difluorophenylsulfonamido)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2,6-Difluorobenzenesulfonyl chloride | HCID 2734271 | — |
| Reactant | Methyl 3-amino-2-chlorobenzoate | HCID 15132848 | — |
| Reactant | N-{3-[(Z)-2-(2-Chloro-4-pyrimidinyl)-1-hydroxyethenyl]phenyl}-2,6-difluorobenzenesulfonamide | HCID 136176025 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 2-chloro-3-(2,6-difluorophenylsulfonamido)benzoate | HCID 57989637 | 81.6% |
Reaction Steps
Following a procedure analogous to Intermediate 5, Step A using methyl 3-amino-2-chlorobenzoate (39 g, 211 mmol) in DCM (200 mL) was added pyridine (51 g, 633 mmol) and 2,6-difluorobenzene-1-sulfonyl chloride (49.1 g, 232 mmol) the title compound was obtained (62 g, 81.6% yield). 1H NMR (400 MHz, CDCl3) δ ppm 7.87 (dd, J=1.8 Hz, 8.38 Hz, 1H), 7.72-7.79 (br, 1H), 7.56 (dd, J=1.8 Hz, 7.94 Hz, 1H), 7.45-7.53 (m, 1H), 7.28 (dd, J=7.9 Hz, 8.4 Hz, 1H), 6.95-7.01 (m, 2H), 3.89 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994185B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-d7d4127c19d540c8a352deefd89daf98 |
| Source note | uspto-grants-2011_08 |