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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1793561Generated: November 4, 2026

Potassium Carbonate → 1-(2-aminophenyl)-4-[(10R,15S)-1,12-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-5(16),6,8-trien-12-yl]butan-1-one

https://huagongshe.com/reaction/1793561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-(2-Aminophenyl)-4-chloro-1-butanoneHCID 11052585—
ReactantHCID 20577001HCID 20577001—
Product1-(2-aminophenyl)-4-[(10R,15S)-1,12-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-5(16),6,8-trien-12-yl]butan-1-oneHCID 4437801616.5%

Reaction Steps

The title compound (0.031 g, 16%) was prepared by the general method of Example 402 from (7aS,11aR)-5,6,7a,8,9,10,11,11a-octahydro-4H-pyrido[3′,4′:4,5]pyrrolo[3,2,1-ij]quinoline (0.11 g, 0.50 mmol), 4-chloro-2′-aminobutyrophenone (0.20 g, 1.0 mmol), KI (catalytic) and K2CO3(0.14 g, 1.0 mmol) after chromatographic purification as a white amorphous solid. 1H NMR (CDCl3, 300 MHz) δ 1.80–2.20 (m, 7H), 2.20–2.60 (m, 3H), 2.82–2.95 (m, 1H), 2.98 (t, J=7.4 Hz, 2H), 3.05–3.20 (m, 2H), 3.20–3.38 (m, 2H), 3.64 (t, J=6.6 Hz, 1H), 3.68–3.80 (m, 1H), 3.81 (t, J=6.0 Hz, 1H), 6.26 (br, 2H), 6.58–6.68 (m, 2H), 6.80–6.92 (m, 2H), 7.10–7.30 (m, 2H), 7.52–7.72 (m, 1H), 7.77 (dd, J=1.3, 8.4 Hz, 1H), 8.09 (td, J=1.6, 8.4 Hz, 1H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07081455B2
Source datasetuspto-grants-2006_07
ORD IDord-95d94df1e86b4f8f9ce0b368d3acebc4
Source noteuspto-grants-2006_07