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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2402952Generated: October 31, 2026

Ammonia → 2-[(2'-methyl-2',3'-dihydro-1'H-spiro[cyclopropane-1,4'-isoquinolin]-7'-yl)amino]-6-(2-methylphenyl)-8-phenylpyrimido[4,5-d]pyridazin-5(6H)-one

https://huagongshe.com/reaction/2402952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethylhydrazineHCID 6061—
ReactantBenzenepropanoyl chlorideHCID 64801—
Reactanto-TolylhydrazineHCID 68256—
Reactant4-(4-Methylpiperazin-1-yl)anilineHCID 737253—
Reactant2'-Methyl-2',3'-dihydro-1'H-spiro[cyclopropane-1,4'-isoquinolin]-7'-amineHCID 44595898—
ReactantHCID 178509099HCID 178509099—
Product2-[(2'-methyl-2',3'-dihydro-1'H-spiro[cyclopropane-1,4'-isoquinolin]-7'-yl)amino]-6-(2-methylphenyl)-8-phenylpyrimido[4,5-d]pyridazin-5(6H)-oneHCID 71223912—

Reaction Steps

The title compound was prepared as described in Example 6, substituting benzoyl chloride for 3-phenylpropanoyl chloride in Example 6B, 2′-methyl-2′,3′-dihydro-1′H-spiro[cyclopropane-1,4′-isoquinolin]-7′-amine (Furukawa, S.; Ikeno, T.; Kato, S.; Kawasaki, M.; Kojima, H.; Minagawa, W.; Sawada, N.; Yamamoto, F.; Lohani, S.; Wang, Y. Process for preparation of a 3,4-dihydro-4-imino-pyrimido[4,5-d]pyrimidin-2(1H)-one derivative. WO 2009151997) for 4-(4-methylpiperazin-1-yl)aniline in Example 6C, and o-tolylhydrazine for methylhydrazine in Example 6D. MS (DCI/NH3) m/z 501 (M+H)+; 1H NMR (400 MHz, DMSO-d6): δ ppm 1.04-1.25 (m, 4H), 2.19 (s, 3H), 3.35-3.47 (m, 2H), 4.23 (s, 2H), 6.80 (d, J=8.4 Hz, 1H), 7.38-7.45 (m, 4H), 7.52-7.59 (m, 4H), 7.69 (s, 1H), 7.88 (d, J=4.0 Hz, 2H), 9.42 (s, 1H), 10.71 (s, 1H), 11.33 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796289B2
Source datasetuspto-grants-2014_08
ORD IDord-3605eee09ddf4dd382e7ae93355cc9eb
Source noteuspto-grants-2014_08