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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397306Generated: October 28, 2026

Water → HCID 6538749, compound

https://huagongshe.com/reaction/397306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHCID 23000063HCID 23000063—
CatalystPalladium ChlorideHCID 24290—
SolventDimethylformamideHCID 6228—
ProductHCID 6538749HCID 653874969%

Reaction Steps

To a solution of 2-(2-propenyl)-9-trifluoromethyl-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one (108 mg, 0.3 mmol) in DMF (6 ml) and H20 (1 ml) was added PdCl2 (6 mg, 0.03 mmol) and CuC12 (48 mg, 0.36 mmol). After stirring the mixture overnight at room temperature it was poured into 30 ml of water and extracted with ethyl acetate (50 ml X 3). The organic layers were combined, washed with water (10 ml×3) and dried over NaSO4. Evaporation of the solution yielded a residue, which was purified by flash chromatography (ethyl acetate: petrol ether=70:30) to yield 78 mg of 2-(2-oxopropyl)-9-trifluoromethyl-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one (69%), mp295-297° C. (ethanol); IR 3310, 1710, 1650, 1310, 800 cm−1; 1H NMR (400 MHz) 2.20 (s 3 H), 3.58 (s, 2 H), 3.78 (s, 2 H), 7.18-7.30 (m, 2 H), 7.46 (d, J=8.6 Hz, 1 H), 7.57 (s, 1 H), 7.61 (d, J=8.1 Hz, 1 H), 8.13 (s, 1 H), 10.14 (s, 1 H), 12.07 (s, 1 H); 13C NMR (100 MHz) 29.5, 31.2, 49.9, 108.4, 112.1, 115.8, (q, J. 3 Hz), 118.3 (q 3 Hz), 120.0 (q, J=37 Hz), 122.0, 122.3, 125.5 (q, J=270 Hz), 125.8, 127.8, 130.0, 130.3, 134.3, 134.5, 138.7, 171.3, 205.9; Anal. (C2OH15N2O2F3, 372.346): calcd. C, 64.51; H 4.06; N, 7.52; found C 64.30; H, 4.23; N, 7.50

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610684B2
Source datasetuspto-grants-2003_08
ORD IDord-ea9417a38a3644adbf9d1e7fe4a44a3c
Source noteuspto-grants-2003_08