HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfinic acid, sodium salt → ethyl 7-chloro-9-(phenylsulfonyl)-4,5-dihydro-1H-benzofuro[2,3-d]azepine-3(2H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfinic acid, sodium salt | HCID 2723840 | — |
| Reactant | ethyl 9-bromo-7-chloro-4,5-dihydro-1H-benzofuro[2,3-d]azepine-3(2H)-carboxylate | HCID 68109096 | — |
| Product | ethyl 7-chloro-9-(phenylsulfonyl)-4,5-dihydro-1H-benzofuro[2,3-d]azepine-3(2H)-carboxylate | HCID 68109708 | 62% |
Reaction Steps
The product of step D and sodium benzenesulfinate were coupled using the procedure of Example 29 step C. Purification by flash column chromatography (SiO2, 9:1 to 1:1 hexanes/ethyl acetate) afforded ethyl 7-chloro-9-(phenylsulfonyl)-4,5-dihydro-1H-benzofuro[2,3-d]azepine-3(2H)-carboxylate (35 mg, 62%) as a white solid: 1H NMR (CDCl3, 300 MHz) δ 8.00-7.92. (m, 3H), 7.80 (s, 1H), 7.62-7.48 (m, 3H), 4.20 (q, J=7.1 Hz, 2H), 3.80-3.68 (m, 4H), 3.22-3.11 (m, 2H), 2.96-2.82 (m, 2H), 1.29 (t, J=7.1 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067949B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-c0998affa0ce48baa948a99080d653ab |
| Source note | uspto-grants-2015_06 |