HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium 3-chlorobenzene-1-sulfinate → tert-butyl 7-(3-chlorophenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium 3-chlorobenzene-1-sulfinate | HCID 23677431 | — |
| Reactant | tert-butyl 7-bromo-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate | HCID 68109423 | — |
| Product | tert-butyl 7-(3-chlorophenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate | HCID 68109098 | 52% |
Reaction Steps
The product of step A was coupled with sodium 3-chlorobenzenesulfinate following the procedure of Example 29, step C. Purification by flash column chromatography (SiO2, 100:0 to 30:70 hexanes/ethyl acetate) provided tert-butyl 7-(3-chlorophenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (66 mg, 52%) as an oil: 1H NMR (CDCl3, 300 MHz) δ 8.06 (d, J=1.3 Hz, 1H), 7.92 (t, J=1.9 Hz, 1H), 7.83 (td, J=7.9, 1.4 Hz, 1H), 7.80 (d, J=8.0 Hz, 1H), 7.53 (d, J=8.2 Hz, 1H), 7.50 (m, 1H), 7.42 (t, J=7.9 Hz, 1H), 4.55 (br s, 2H), 3.83 (br s, 2H), 2.89 (br s, 2H), 1.49 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067949B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-06866aa84c0141bb8ab1dc85e8c17ecf |
| Source note | uspto-grants-2015_06 |