HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Thien-2-ylcarbonyl)piperazine → 6-Fluoro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Thien-2-ylcarbonyl)piperazine | HCID 797562 | — |
| Reactant | 4-Chloro-6-fluoro-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile | HCID 69217171 | — |
| Product | 6-Fluoro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile | HCID 69216216 | 79% |
Reaction Steps
This compound was prepared from 4-chloro-6-fluoro-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (96) and piperazin-1-yl-thiophene-2-yl-methanone according to general procedure E to yield 4.85 g (79%) of 6-fluoro-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (98) as yellow solids. MP 244° C.; 1H-NMR (DMSO-d6): δ 3.72 (m, 4H), 3.91 (m, 4H), 7.16 (dd, J=3.6, 4.8 Hz, 1H), 7.49 (d, J=3.6 Hz, 1H), 7.80 (d, J=5.2 Hz, 1H), 8.05 (dd, J=2.8, 7.2 Hz, 1H), 8.70 (d, J=2.8 Hz, 1H); EIMS: 384 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07361760B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-08466d8bb7c440999556229ee9a10d05 |
| Source note | uspto-grants-2008_04 |