HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenacyl bromide → 6-Fluoro-2-oxo-1-(2-oxo-2-phenyl-ethyl)-4-[4-(thiophene-2-carbonyl)-piperazin-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | 6-Fluoro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile | HCID 69216216 | — |
| Product | 6-Fluoro-2-oxo-1-(2-oxo-2-phenyl-ethyl)-4-[4-(thiophene-2-carbonyl)-piperazin-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile | HCID 59699652 | — |
Reaction Steps
This compound was prepared from 6-fluoro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (98) and 2-bromoacetophenone according to General Procedure B. Yield 293 mg (38%), MP 262° C.; 1H-NMR (DMSO-d6): δ 3.79 (m, 4H), 3.95 (m, 4H), 5.87 (s, 2H), 7.16 (dd, J=3.6, 5.2 Hz, 1H), 7.51 (d, J=3.6 Hz, 1H), 7.59 (m, 2H), 7.50 (m, 1H), 7.81 (dd, J=1.2, 4.8 Hz, 1H), 8.12 (m, 2H), 8.23 (dd, J=2.8, 9.2 Hz, 1H), 8.70 (d, J=2.8 Hz, 1H); EIMS: 502 (M+1). Anal. (C26H20FN5O3S) C, H, N.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07361760B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-a3e21c15e9df4b9eb3b7a333a1135513 |
| Source note | uspto-grants-2008_04 |