HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2,3,4-Tetrahydroisoquinolin-5-ol hydrochloride → 2-[[6,7-Dimethoxy-2-(4-fluorophenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-1,2,3,4-tetrahydroisoquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2,3,4-Tetrahydroisoquinolin-5-ol hydrochloride | HCID 13948252 | — |
| Reactant | 6,7-Dimethoxy-2-(4-fluorophenyl)quinazoline-4-carboxylic acid | HCID 90410706 | — |
| Product | 2-[[6,7-Dimethoxy-2-(4-fluorophenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-1,2,3,4-tetrahydroisoquinoline | HCID 86268820 | 27.4% |
Reaction Steps
Reaction of 6,7-dimethoxy-2-(4-fluorophenyl)quinazoline-4-carboxylic acid with 5-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride gave compound 113 (27.4% yield). 1H NMR (300 MHz, DMSO-d6) δ 2.64 and 2.89 (2t, 2H), 3.47-4.09 (m, 8H), 4.42 and 4.94 (2s, 2H), 6.29-6.78 (m, 2H), 6.85-7.12 (m, 2H), 7.36-7.42 (m, 1H), 7.50-7.65 (m, 2H), 8.12-8.21 (m, 1H), 8.29-8.35 (m, 1H), 9.48 and 9.54 (2s, 1H); MS (ESI) m/z 460 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193707B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-1e9fff64fd644f3194a4c6007ac53580 |
| Source note | uspto-grants-2015_11 |