HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(3-(Trifluoromethyl)phenyl)quinazoline-4-carboxylic acid → 2-[[2-(3-(Trifluoromethyl)phenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(3-(Trifluoromethyl)phenyl)quinazoline-4-carboxylic acid | HCID 90410657 | — |
| Reactant | 6-Methoxy-1,2,3,4-tetrahydroisoquinolin-5-ol hydrochloride | HCID 90411180 | — |
| Product | 2-[[2-(3-(Trifluoromethyl)phenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline | HCID 86270209 | 18% |
Reaction Steps
Reaction of 2-(3-(trifluoromethyl)phenyl)quinazoline-4-carboxylic acid with 5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride gave compound 52 (18% yield) as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 2.63 and 2.91 (2t, 2H), 3.51 and 4.04 (2t, 2H), 3.74 and 3.80 (2s, 3H), 4.40 and 4.93 (2s, 2H), 6.31 and 6.77 (2d, 1H), 6.70 and 6.91 (2d, 1H), 7.74-8.01 (m, 4H), 8.10-8.16 (m, 1H), 8.20-8.26 (m, 1H), 8.67 and 8.72 (2s, 1H), 8.73-8.85 (m, 2H); MS (ESI) m/z 480 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193707B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-ee068aba0e6547859e699fbab8af2103 |
| Source note | uspto-grants-2015_11 |