HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium 3-fluorobenzene-1-sulfinate → tert-butyl 6-chloro-8-(3-fluorophenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium 3-fluorobenzene-1-sulfinate | HCID 23717246 | — |
| Reactant | tert-butyl 6-chloro-8-bromo-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate | HCID 68109024 | — |
| Product | tert-butyl 6-chloro-8-(3-fluorophenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate | HCID 68108420 | 37% |
Reaction Steps
The product of Example 44, step B and sodium 3-fluorobenzenesulfinate were coupled using the procedure of Example 29, step C. Purification by flash column chromatography (SiO2, 80:20 hexane/ethyl acetate) provided tert-butyl 6-chloro-8-((3-fluorophenyl)sulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (172 mg, 37%) as a white solid: 1H NMR (CDCl3, 400 MHz) δ 8.01-7.91 (m, 1H), 7.83 (s, 1H), 7.80-7.73 (m, 1H), 7.70-7.62 (m, 1H), 7.60-7.45 (m, 2H), 4.57 (s, 2H), 3.84 (s, 2H), 2.91 (s, 2H), 1.51 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067949B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-daeb5e019e14405e83020b7d8a4491c4 |
| Source note | uspto-grants-2015_06 |