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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691436Generated: October 26, 2026

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

https://huagongshe.com/reaction/1691436

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-t-Butylbenzenesulfonyl chlorideHCID 139882—
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—
Reactant4-[1-(Trifluoromethyl)-cyclopropyl]benzenesulfonyl chlorideHCID 86649040—
Product8-Iodo-2-(trifluoromethyl)-6-({4-[1-(trifluoromethyl)cyclopropyl]phenyl}sulfonyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepineHCID 86649039—

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-[1-(trifluoromethyl)-cyclopropyl]benzenesulfonyl chloride (intermediate 48) 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 639.8 (M+H)+. 1H NMR (500 MHz, CDCl3): δ 7.93 (1H, d, J=2.1 Hz), 7.58 (1H, d, J=7.8 Hz), 7.55 (1H, dd, J=8.5, 2.1 Hz), 7.22 (2H, d, J=8.2 Hz), 7.10 (1H, d, J=7.6 Hz), 7.03 (2H, d, J=8.5 Hz), 6.75 (1H, s), 6.52 (1H, d, J=8.5 Hz), 4.70-4.90 (2H, br), 1.37-1.40 (4H, m), 0.95-1.05 (4H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153626B2
Source datasetuspto-grants-2012_04
ORD IDord-b34d171689e947b391a34bee6ffe1d62
Source noteuspto-grants-2012_04