HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonyl chloride, 2,4-dichloro- → 6-(2,4-Dichloro-benzenesulfonylamino)-3-[4-(morpholine-4-sulfonyl)-phenylsulfanyl]-pyridine-2-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonyl chloride, 2,4-dichloro- | HCID 204419 | — |
| Reactant | Methyl 6-amino-3-bromopyridine-2-carboxylate | HCID 10657127 | — |
| Reactant | 4-(N-morpholinylsulfonyl)thiophenol | HCID 57718313 | — |
| Product | 6-(2,4-Dichloro-benzenesulfonylamino)-3-[4-(morpholine-4-sulfonyl)-phenylsulfanyl]-pyridine-2-carboxylic acid methyl ester | HCID 57718299 | — |
Reaction Steps
Prepared from 2-amino-5-bromo-6-methoxycarbonylpyridine 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): 8.04 (1H, d, J 11 Hz, A-ring CH ortho to SO2NH), 7.62 & 7.42 (2×2 H, 2×d, 2×J 10 Hz, C-ring CH's), 7.43 (1H, s, A-ring CH ortho to 2×Cl), 7.31 (1H, d, J 11 Hz, A ring CH ortho to Cl), 7.28 & 7.18(2×1H, 2×d, 2×J 10 Hz, pyridyl CH's), 3.89 (3H, s, CH3) 3.72-3.63 (4H, m, CH2OCH2), 2.98-2.88 (4H, m, CH2NCH2). Hplc (Luna 2, Gradient 5): rt=6.00 minutes. LC/MS rt=6.69 minutes, 618/620 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544702B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-19cd29482fc04dc492f1ccc98c32c39f |
| Source note | uspto-grants-2009_06 |