HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-Chlorophenyl)quinazoline-4-carboxylic acid → 2-[[2-(4-Chlorophenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-Chlorophenyl)quinazoline-4-carboxylic acid | HCID 90410707 | — |
| Reactant | 6-Methoxy-1,2,3,4-tetrahydroisoquinolin-5-ol hydrochloride | HCID 90411180 | — |
| Product | 2-[[2-(4-Chlorophenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline | HCID 86269018 | 11% |
Reaction Steps
Reaction of 2-(4-chlorophenyl)quinazoline-4-carboxylic acid with 5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride gave compound 27 (11% yield) as off-white oil. 1H NMR (300 MHz, DMSO-d6) δ 2.62 and 2.90 (2t, 2H), 3.48 and 4.03 (2t, 2H), 3.74-3.80 (2s, 3H), 4.39 and 4.92 (2s, 2H), 6.31 and 6.77 (2d, 1H), 6.71 and 6.91 (2d, 1H), 7.62-7.81 (m, 3H), 7.87-7.98 (2d, 1H), 8.07-8.19 (m, 2H), 8.50-8.56 (m, 2H), 8.67 and 8.72 (2s, 1H); MS (ESI) m/z 446 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193707B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-6a48865802ac4b9dab06a9b49b74ab2b |
| Source note | uspto-grants-2015_11 |