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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691438Generated: October 26, 2026

4-t-Butylbenzenesulfonyl chloride → 8-Iodo-6-{[4-(trifluoromethoxy)phenyl]sulfonyl}-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine

https://huagongshe.com/reaction/1691438

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-t-Butylbenzenesulfonyl chlorideHCID 139882—
Reactantp-(Trifluoromethoxy)benzenesulphonyl chlorideHCID 523102—
Reactant8-bromo-6-[(4-tert-butylphenyl)sulfonyl]-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepineHCID 59618636—
Reactant8-iodo-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepineHCID 66901596—
Reactant8-bromo-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepineHCID 66901653—
Product8-Iodo-6-{[4-(trifluoromethoxy)phenyl]sulfonyl}-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepineHCID 59618731—

Reaction Steps

The title compound was prepared following the procedure described for intermediate 53 substituting 8-iodo-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine (intermediate 37) for 8-bromo-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine, and 4-(trifluoromethoxy)benzenesulfonyl chloride substituted for [(4-tert-butylphenyl)-sulfonyl chloride. LC/MS: m/e 615.8 (M+H)+. 1H NMR (500 MHz, acetone-d6): δ 7.80 (1H, d, J=2.0 Hz), 7.79 (1H, d, J=7.8 Hz), 7.66 (1H, dd, J=8.5, 2.0 Hz), 7.55 (2H, d, J=8.4 Hz), 7.29 (2H, d, J=8.2 Hz), 7.17 (1H, d, J=7.6 Hz), 7.15 (2H, d, J=8.6 Hz), 4.70-4.90 (2H, br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153626B2
Source datasetuspto-grants-2012_04
ORD IDord-469482c4e523431ca2e8ec4cbca94483
Source noteuspto-grants-2012_04