HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyridinamine, 5-bromo-6-methyl- → 2,4-Dichloro-N-{6-methyl-5-[4-(morpholine-4-sulfonyl)-phenylsulfanyl]-pyridin-2-yl}-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pyridinamine, 5-bromo-6-methyl- | HCID 170678 | — |
| Reactant | Benzenesulfonyl chloride, 2,4-dichloro- | HCID 204419 | — |
| Reactant | 4-(N-morpholinylsulfonyl)thiophenol | HCID 57718313 | — |
| Product | 2,4-Dichloro-N-{6-methyl-5-[4-(morpholine-4-sulfonyl)-phenylsulfanyl]-pyridin-2-yl}-benzenesulfonamide | HCID 57718187 | — |
Reaction Steps
Prepared from 2-amino-5-bromo-6-methylpyridine and 4-(N-morpholinylsulfonyl)thiophenol according to General Method 11 step 1 followed by reaction with 2,4-dichlorophenylsulfonyl chloride according to General Method 11 step 2. 1H NMR (CDCl3): 8.09 (1 H, d, J 10 Hz, A-ring CH ortho to SO2NH), 7.68, 7.35 & 7.12 (3×1 H, 3×d, 3×J 10 Hz, pyridyl CH's & A-ring CH ortho to Cl), 7.58 & 7.08 (2×2 H, 2×d, 2×J 10 Hz, C-ring CH's), 7.46 (1 H, s, A ring CH ortho to 2×Cl), 3.71-3.62 (4H, m, CH2OCH2), 2.94-2.85 (4H, m, CH2NCH2), 2.49 (3H, s, CH1). Hplc (Luna 2, Gradient 5): rt=5.81 minutes. LC/MS rt=6.58 minutes, 574/576 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07893077B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-7fb7c3030cb5464783379eae4edbd51e |
| Source note | uspto-grants-2011_02 |