HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172389Generated: 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/2172389
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methylhydrazine | HCID 6061 | — |
| Reactant | Benzenepropanoyl chloride | HCID 64801 | — |
| Reactant | o-Tolylhydrazine | HCID 68256 | — |
| Reactant | 4-(4-Methylpiperazin-1-yl)aniline | HCID 737253 | — |
| Reactant | 2'-Methyl-2',3'-dihydro-1'H-spiro[cyclopropane-1,4'-isoquinolin]-7'-amine | HCID 44595898 | — |
| Reactant | HCID 178509099 | HCID 178509099 | — |
| Product | 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 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09051327B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-206e244c6b384fe49622134156c9c530 |
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| Source note | uspto-grants-2015_06 |
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