HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluorobenzyl bromide → 6-Chloro-1-(3-fluorobenzyl)-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazin-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluorobenzyl bromide | HCID 68007 | — |
| 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-1-(3-fluorobenzyl)-2-oxo-4-[4-(thiophene-2-carbonyl)-piperazin-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile | HCID 11386634 | — |
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 3-fluorobenzyl bromide according to General Procedure B. Yield 214 mg (42%), MP 204° C.; 1H-NMR (DMSO-d6): δ 3.76 (m, 4H), 3.92 (m, 4H), 5.51 (s, 2H), 7.06 (m, 3H), 7.16 (dd, J=3.6, 4.8 Hz, 1H), 7.33 (m, 1H), 7.50 (dd, J=1.2, 3.6 Hz, 1H), 7.80 (dd, J=1.2, 5.2 Hz, 1H), 8.33 (d, J=2.4 Hz, 1H), 8.75 (d, J=2.4 Hz, 1H); EIMS: 508 (M+1). Anal. (C25H19ClFN5O2S) C, H, N.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07361760B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-4cdfb9d708cf41f68148a0787c636dfb |
| Source note | uspto-grants-2008_04 |