HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-Methoxyphenyl)quinazoline-4-carboxylic acid → 2-[[2-(4-Methoxylphenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-Methoxyphenyl)quinazoline-4-carboxylic acid | HCID 69110417 | — |
| Reactant | 6-Methoxy-1,2,3,4-tetrahydroisoquinolin-5-ol hydrochloride | HCID 90411180 | — |
| Product | 2-[[2-(4-Methoxylphenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline | HCID 86269427 | 16% |
Reaction Steps
Reaction of 2-(4-methoxylphenyl)quinazoline-4-carboxylic acid with 5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride gave compound 22 (16% yield) as a yellow solid. 1H NMR (300 MHz, DMSO-d6) δ 2.65 and 2.89 (2t, 2H), 3.47 and 4.03 (2t, 2H), 3.74-3.87 (3s, 6H), 4.38 and 4.91 (2s, 2H), 6.32 and 6.77 (2d, 1H), 6.70 and 6.91 (2d, 1H), 7.09-7.15 (m, 2H), 7.63-7.73 (m, 1H), 7.81-7.93 (2d, 1H), 8.02-8.12 (m, 2H), 8.44-8.51 (m, 2H), 8.68 and 8.73 (2s, 1H); MS (ESI) m/z 442 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193707B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-4d6d5152ee7a4cb1ab5c579fc603e5df |
| Source note | uspto-grants-2015_11 |