HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Chlorobenzo[b]thiophene-2-sulfonyl chloride → 6-[4-(6-Chlorobenzo[b]thiophene-2-sulfonyl)-2-oxopiperazin-1-ylmethyl]-1H-quinolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Chlorobenzo[b]thiophene-2-sulfonyl chloride | HCID 15158641 | — |
| Reactant | 1-(2-Aminoquinolin-6-ylmethyl)piperazin-2-one | HCID 17985179 | — |
| Reactant | 6-(2-oxopiperazin-1-ylmethyl)-1H-quinolin-2-one | HCID 57201358 | — |
| Product | 6-[4-(6-Chlorobenzo[b]thiophene-2-sulfonyl)-2-oxopiperazin-1-ylmethyl]-1H-quinolin-2-one | HCID 69025875 | — |
Reaction Steps
The title compound is prepared as described in EXAMPLE 101,using 6-(2-oxopiperazin-1-ylmethyl)-1H-quinolin-2-one, minor product from EXAMPLE 67, Part D, and 6-chlorobenzo[b]thiophene-2-sulfonyl chloride, EXAMPLE 1. The crude product is triturated in CH2Cl2 and filtered to provide the title compound as a white solid. 1H NMR (d6-DMSO, 300 MHz) δ11.72 (bs, 1H), 8.33 (s, 1H), 8.18 (s, 1H), 8.07 (d, 1H), 7.78 (d, 1H), 7.58 (dd, 1H), 7.45 (s, 1H), 7.30 (dd, 1H), 7.18 (d, 1H), 6.46 (d, 1H), 4.52 (s, 2H), 3.86 (s, 2H), 3.43 (m, 2H), 3.31 (m, 2H). MS (ion spray) m/z 488, 490, (M+H), Cl pattern.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612075B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-5826fec45a6748d28ec1f98a0d767a1c |
| Source note | uspto-grants-2009_11 |