HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-(Trifluoromethoxy)benzenesulphonyl chloride → 1-methyl-3-phenyl-5-({[4-(trifluoromethoxy)phenyl]sulfonyl}amino)-1H-indole-2-carboxylic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-(Trifluoromethoxy)benzenesulphonyl chloride | HCID 523102 | — |
| Reactant | ethyl 1-methyl-5-nitro-3-phenyl-1H-indole-2-carboxylate | HCID 69231753 | — |
| Product | 1-methyl-3-phenyl-5-({[4-(trifluoromethoxy)phenyl]sulfonyl}amino)-1H-indole-2-carboxylic Acid | HCID 11306389 | — |
Reaction Steps
The title compound was prepared from ethyl 1-methyl-5-nitro-3-phenyl-1H-indole-2-carboxylate and 4-trifluoromethoxy-benzenesulfonyl chloride followed the procedures of Example 1 Step 2 & Step 3 as an off-white solid: 1H NMR (DMSO-d6) δ 3.95 (s, 3H), 6.98 (d, J=2.8 Hz, 1H, 7.11 (dd, J=8.8, 1.7 Hz, 1H, 7.21 (d, J=8.0 Hz, 2H, 7.30-7.45 (m, 3H, 7.50-7.60 (m, 3H, 7.74 (d, J=8.7 Hz, 2H, 9.98 (s, 1H, 13.00 (br s, 1H; MS (ESI) m/z 489[M-H]−; HRMS calcd for C23H18F3N2O5S: 491.0886; found (ESI+): 491.0878; Anal. calcd for C23H17F3N2O5S.0.4H2O: C, 55.51; H, 3.61; N, 5.63. Found: C, 55.61; H, 3.39; N, 5.77.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07442805B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-7aae4dbdf52340f783b563de7b10c864 |
| Source note | uspto-grants-2008_10 |