HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium 4-methoxybenzene-1-sulfinate → tert-butyl 8-(4-methoxyphenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium 4-methoxybenzene-1-sulfinate | HCID 23680956 | — |
| Reactant | HCID 68109313 | HCID 68109313 | — |
| Product | tert-butyl 8-(4-methoxyphenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate | HCID 68109112 | 41% |
Reaction Steps
The product of Example 29, step B and sodium 4-methoxybenzenesulfinate were coupled using the procedure of Example 29, step C. Purification by flash column chromatography (SiO2, 4:1 hexane/ethyl acetate) provided tert-butyl 8-(4-methoxyphenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (221 mg, 41%) as a light-yellow solid: 1H NMR (CDCl3, 300 MHz) δ 8.05 (s, 1H), 7.90-7.86 (m, 2H), 7.79 (d, J=9.0 Hz, 1H), 7.48 (d, J=8.7 Hz, 1H), 6.98-6.91 (m, 2H), 4.56 (s, 2H), 3.83 (m, 5H), 2.86 (m, 2H), 1.50 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067949B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-21a1383f8c224ead9b756af81e40d053 |
| Source note | uspto-grants-2015_06 |