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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1808045Generated: October 31, 2026

1-Methylpiperazine → 6-(3,4-dichlorophenyl)-N-(4-(2-(4-methylpiperazin-1-yl)ethyl)phenyl)-5,6-dihydrobenzo[h]quinazolin-2-amine

https://huagongshe.com/reaction/1808045

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
Reactant4-(6-(3,4-Dichlorophenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenethyl methanesulfonateHCID 86645587—
Product6-(3,4-dichlorophenyl)-N-(4-(2-(4-methylpiperazin-1-yl)ethyl)phenyl)-5,6-dihydrobenzo[h]quinazolin-2-amineHCID 59489634—

Reaction Steps

This product was synthesized as described in general procedure 2 except 4-(6-(3,4-dichlorophenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenethyl methanesulfonate was used instead of 4-(6-(3-bromophenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenethyl methanesulfonate and N-methyl piperazine was used instead of piperidine to afford 6-(3,4-dichlorophenyl)-N-(4-(2-(4-methylpiperazin-1-yl)ethyl)phenyl)-5,6-dihydrobenzo[h]quinazolin-2-amine M.p.=119-121° C. 1H NMR 400 MHz (CDCl3) δ 13.02 (br s, 3H), 11.07 (br s, 1H), 8.42-8.35 (m, 1H), 7.97 (s, 1H), 7.74 (d, J=8.2 Hz, 2H), 7.6-7.5 (m, 2H), 7.38-7.34 (m, 1H), 7.28-7.23 (m, 2H), 7.18 (d, J=2.0 Hz, 1H), 7.12-7.07 (m, 1H), 6.9-6.8 (m, 1H), 4.35 (t, J=6.7 Hz, 1H), 3.48 (br s, 8H), 3.3-2.96 (m, 6H), 2.83 (s, 3H). LCMS m/e 545 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08357694B2
Source datasetuspto-grants-2013_01
ORD IDord-0f17102ad1344923a0c0894354a3edb7
Source noteuspto-grants-2013_01