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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2402947Generated: October 31, 2026

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

https://huagongshe.com/reaction/2402947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethylhydrazineHCID 6061—
ReactantBenzenepropanoyl chlorideHCID 64801—
ReactantAllylhydrazineHCID 81921—
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—
Product6-allyl-8-(2-furyl)-2-[(2'-methyl-2',3'-dihydro-1'H-spiro[cyclopropane-1,4'-isoquinolin]-7'-yl)amino]pyrimido[4,5-d]pyridazin-5(6H)-oneHCID 86676022—

Reaction Steps

The title compound was prepared as described in Example 6, substituting furan-2-carbonyl 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 allylhydrazine for methylhydrazine in Example 6D. MS (DCI/NH3) m/z 441 (M+H)+; 1H NMR (400 MHz, CDCl3): δ ppm 1.04-1.09 (m, 4H), 2.97 (s, 3H), 3.24-3.31 (m, 2H), 4.44 (s, 2H), 4.77 (d, J=5.6 Hz, 2H), 5.16-5.24 (m, 2H), 5.97-6.06 (m, 1H), 6.78 (s, 1H), 6.93 (d, J=8.8 Hz, 1H), 7.51 (s, 1H), 7.57 (d, J=8.4 Hz, 1H), 7.64 (s, 1H), 7.91 (s, 1H), 9.34 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796289B2
Source datasetuspto-grants-2014_08
ORD IDord-4cbaf444a7344e2d8a4677fe2fbf9113
Source noteuspto-grants-2014_08