HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-Methylphenyl)quinazoline-4-carboxylic acid → 2-[[2-(4-Methylphenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-6-dimethylamino-1,2,3,4-tetrahydroisoquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-Methylphenyl)quinazoline-4-carboxylic acid | HCID 90411178 | — |
| Reactant | 5-Hydroxy-6-dimethylamino-1,2,3,4-tetrahydroisoquinoline hydrochloride | HCID 90411328 | — |
| Product | 2-[[2-(4-Methylphenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-6-dimethylamino-1,2,3,4-tetrahydroisoquinoline | HCID 86269633 | 13% |
Reaction Steps
Reaction of 2-(4-methylphenyl)quinazoline-4-carboxylic acid with 5-hydroxy-6-dimethylamino-1,2,3,4-tetrahydroisoquinoline hydrochloride gave compound 15 (13% yield) as a brown solid. 1H NMR (300 MHz, CDCl3) δ 2.41 (s, 3H), 2.67 and 3.18 (2d, 6H), 2.84 and 3.08 (2t, 2H), 3.59 and 4.21 (2t, 2H), 4.49 and 5.09 (2s, 2H), 6.33 and 6.82 (2d, 1H), 6.96 and 7.15 (2d, 1H), 7.33-7.37 (m, 2H), 7.55-8.15 (m, 5H), 8.51-8.56 (m, 2H); MS (ESI) m/z 439 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193707B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-fe7916a06999460fa7de399ef03cd8df |
| Source note | uspto-grants-2015_11 |