HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-5-bromo-4-methylpyridine → 2-Chloro-N-{4-methyl-5-[4-(morpholine-4-sulfonyl)-phenylsulfanyl]-pyridin-2-yl}-4-trifluoromethyl-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-5-bromo-4-methylpyridine | HCID 817695 | — |
| Reactant | 2-Chloro-4-(trifluoromethyl)benzenesulfonyl chloride | HCID 2736675 | — |
| Reactant | 4-(N-morpholinylsulfonyl)thiophenol | HCID 57718313 | — |
| Product | 2-Chloro-N-{4-methyl-5-[4-(morpholine-4-sulfonyl)-phenylsulfanyl]-pyridin-2-yl}-4-trifluoromethyl-benzenesulfonamide | HCID 66971391 | — |
Reaction Steps
Prepared from 2-amino-5-bromo-4-methylpyridine and 4-(N-morpholinylsulfonyl)thiophenol according to General Method 11 step 1 followed by reaction with 2-chloro-4-trifluoromethylphenylsulfonyl chloride according to General Method 11 step 2. 1H NMR (CDCl3): 13.25 (1H, br s, NH), 8.39 (1H, s, A-ring CH ortho to Cl), 8.32 (1H, d, J 11 Hz, A-ring CH ortho to SO2NH), 7.65 & 7.15 (2×1H, 2×s, pyridyl CH's), 7.62 (1H, d, J 11 Hz, A-ring CH ortho to CF3), 7.55 & 7.10 (2×2H, 2×d, 2×J 10 Hz, Ar CH's of C-ring), 3.70-3.60 (4H, m, CH2OCH2), 2.95-2.84 (4H, m, CH2NCH2), 2.23 (3H, s, CH3) Hplc (Luna 2, Gradient 5): rt=6.01 minutes. LC/MS rt=6.75 minutes, 608 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544702B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-8b77222ba8664d22b3609a1d8b364252 |
| Source note | uspto-grants-2009_06 |