Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Pentanol | HCID 22386 | — |
| Reactant | 1,3-Benzodioxol-4-amine | HCID 10313165 | — |
| Reactant | 4-Chloro-6-methoxy-7-(3-morpholin-4-ylpropoxy)quinazoline | HCID 11823941 | — |
| Catalyst | Isopropanol | HCID 3776 | — |
| Product | HCID 5330187 | HCID 5330187 | 106.3% |
Reaction Steps
A mixture of 4-chloro-6-methoxy-7-(3-morpholinopropoxy)quinazoline (0.1 g), 2,3-methylenedioxyaniline (0.048 g), pentan-2-ol (5 ml) and a solution of hydrogen chloride in isopropanol (6M, 4 drops) was stirred and heated to 100° C. for 5 hours. The resultant mixture was cooled to ambient temperature and the precipitate was isolated by filtration, washed with pentan-2-ol and dried under vacuum. There was thus obtained the title compound (0.138 g) as a dihydrochloride salt; NMR Spectrum: (DMSOd6 and CF3COOD) 2.35 (m, 2H), 2.5 (m, 2H), 3.15 (m, 2H), 3.3 (m, 2H), 3.55 (d, 2H), 3.8 (t, 2H), 4.05 (s, 3H), 4.35 (t, 2H), 6.1 (s, 2H), 7.0 (m, 3H), 7.4 (s, 1H), 8.2 (s, 1H), 8.85 (s, 1H); Mass Spectrum: M+H+ 439; Elemental Analysis: Found C, 52.8; H, 5.56; N, 10.68. C23H26N4O5 2HCl 0.5H2O requires C, 53.08; H, 5.62; N, 10.77%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07115615B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-4219a1d56928491b8129d3083e50616f |
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| Source note | uspto-grants-2006_10 |
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