HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenacyl bromide → 6-Chloro-4-[4-(furan-2-carbonyl)-piperazin-1-yl]-2-oxo-1-(2-oxo-2-phenyl-ethyl)-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | 6-Chloro-2-oxo-4-[4-(furan-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile | HCID 69215766 | — |
| Product | 6-Chloro-4-[4-(furan-2-carbonyl)-piperazin-1-yl]-2-oxo-1-(2-oxo-2-phenyl-ethyl)-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile | HCID 59699613 | — |
Reaction Steps
This compound was prepared from 6-chloro-2-oxo-4-[4-(furan-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (101) and 2-bromoacetophenone according to General Procedure B. Yield 233 mg (31%), MP 328° C.; 1H-NMR (DMSO-d6): δ 3.81 (m, 4H), 3.97 (m, 4H), 5.86 (s, 2H), 6.66 (dd, J=1.6, 3.2 Hz, 1H), 7.10 (d, J=3.2 Hz, 1H) 7.59 (m, 2H), 7.73 (m, 1H), 7.90 (d, J=1.6 Hz, 1H), 8.14 (m, 2H), 8.37 (d, J=2.0 Hz, 1H), 8.67 (d, J=2.0 Hz, 1H); EIMS: 502 (M+1). Anal. (C26H20ClN5O4) C, H, N.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07361760B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-4411f2f369ea45aeb884c780d2b0214c |
| Source note | uspto-grants-2008_04 |