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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353919Generated: November 1, 2026

Pyridine → 5-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-9-methyl-7-trifluoromethyl-2,3,4,5-tetrahydro-benzo[b]azepine-1-carboxylic acid isopropyl ester

https://huagongshe.com/reaction/2353919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantIsopropyl chloroformateHCID 7917—
ReactantN-(3,5-Bis-trifluoromethyl-benzyl)-N-(9-methyl-7-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl)-acetamideHCID 86616073—
SolventDichloromethaneHCID 6344—
Product5-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-9-methyl-7-trifluoromethyl-2,3,4,5-tetrahydro-benzo[b]azepine-1-carboxylic acid isopropyl esterHCID 8661607572%

Reaction Steps

To a solution of N-(3,5-Bis-trifluoromethyl-benzyl)-N-(9-methyl-7-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl)-acetamide (0.0210 g, 0.0410 mmol) and pyridine (0.0100 ml, 0.123 mmol) in dichloromethane (1.00 ml) was added 1M isopropylchloroformate (solution in toluene) (0.120 ml), 0.123 mmol) dropwise. The mixture was stirred at room temperature overnight. The solvents were evaporated on a rotavapor (rotary evaporator). Purification by silica gel chromatography (gradient eluent, 0-30% ethyl acetate in hexane) provided the titled compound (0.0180 g, 72%) as white crystalline. MS (ES+): 599 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07749992B2
Source datasetuspto-grants-2010_07
ORD IDord-6cb43dc38f4f47c49ba7cf7dd8b46eb8
Source noteuspto-grants-2010_07