HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-t-Butylbenzenesulfonyl chloride → 8-Iodo-2-(trifluoromethyl)-6-{[4-(trifluoromethyl)phenyl]sulfonyl}-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-t-Butylbenzenesulfonyl chloride | HCID 139882 | — |
| Reactant | 4-(Trifluoromethyl)benzenesulfonyl chloride | HCID 2777399 | — |
| Reactant | 8-bromo-6-[(4-tert-butylphenyl)sulfonyl]-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine | HCID 59618636 | — |
| Reactant | 8-iodo-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine | HCID 66901596 | — |
| Reactant | 8-bromo-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine | HCID 66901653 | — |
| Product | 8-Iodo-2-(trifluoromethyl)-6-{[4-(trifluoromethyl)phenyl]sulfonyl}-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine | HCID 86649041 | — |
Reaction Steps
The title compound was prepared following procedure described for intermediate 53 substituting 8-iodo-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine (intermediate 37) and 4-(trifluoromethyl)benzenesulfonyl chloride for 8-bromo-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine and [(4-tert-butylphenyl)-sulfonyl chloride. LC/MS: m/e 599.8 (M+H)+. 1H NMR (500 MHz, acetone-d6): δ 8.56 (1H, s), 7.79-7.82 (2H, m), 7.66 (1H, dd, J=8.5, 2.1 Hz), 7.55 (2H, d, J=8.3 Hz), 7.29 (2H, d, J=8.3 Hz), 7.17 (1H, d, J=7.5 Hz), 7.15 (2H, d, J=8.7 Hz), 4.80-5.10 (2H, br).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153626B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-2936daaa130e4814b710bd7c2b192731 |
| Source note | uspto-grants-2012_04 |