HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromo-2,5-difluoro-4-methoxybenzaldehyde → 3-(1-Ethyl-4,4,6-trimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-2,5-difluoro-4-methoxy-benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromo-2,5-difluoro-4-methoxybenzaldehyde | HCID 21966431 | — |
| Reactant | 7-Bromo-1-ethyl-4,4,6-trimethyl-3,4-dihydro-1H-quinolin-2-one | HCID 21966486 | — |
| Product | 3-(1-Ethyl-4,4,6-trimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-2,5-difluoro-4-methoxy-benzaldehyde | HCID 21966427 | 14% |
Reaction Steps
The intermediate 3-(1-ethyl-4,4,6-trimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-2,5-difluoro-4-methoxy-benzaldehyde was prepared in a similar manner to example 7a using 7-bromo-1-ethyl-4,4,6-trimethyl-3,4-dihydro-1H-quinoline-2-one (example 2b) and 3-bromo-2,5-difluoro-4-methoxy benzaldehyde. 14% yield. 1H NMR (300 MHz; CDCl3): 1.21 (t, J=6.9 Hz, 3 H), 1.32 (s, 3 H), 1.33 (s, 3 H), 2.13 (s, 3 H), 2.53 (s, 2 H), 3.81 (2 s, 3 H), 4.02 (q, J=6.9 Hz, 1 H), 6.81 (s, 1 H), 7.23 (s, 1 H), 7.68 (dd, J1=6.3 Hz, J2=11.7 Hz, 1 H), 10.25 (2 s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07102000B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-e3b32b9246c3489c9315700891f1ad91 |
| Source note | uspto-grants-2006_09 |