HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenacyl bromide → 6-Chloro-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-Chloro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile | HCID 69218376 | — |
| Product | 6-Chloro-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 11306907 | — |
Reaction Steps
This compound was prepared from 6-chloro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (100) and 2-bromoacetophenone according to General Procedure B. Yield 117 mg (23%), MP 316° C.; 1H-NMR (DMSO-d6): δ 3.81 (m, 4H), 3.94 (m, 4H), 5.86 (s, 2H), 7.17 (dd, J=3.6, 5.2 Hz, 1H), 7.51 (dd, J=1.2, 3.6 Hz, 1H), 7.61 (m, 2H), 7.73 (m, 1H), 7.81 (dd, J=1.2, 5.2 Hz, 1H), 8.12 (m, 2H), 8.36 (dd, J=2.4 Hz, 1H), 8.67 (d, J=2.4 Hz, 1H); EIMS: 518 (M+1). Anal. (C26H20ClN5O3S) C, H, N.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07361760B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-8ae410c7cb1947e7832e285c8c019312 |
| Source note | uspto-grants-2008_04 |