HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfinic acid, sodium salt → tert-butyl 6-chloro-8-phenylsulfonyl-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfinic acid, sodium salt | HCID 2723840 | — |
| 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-phenylsulfonyl-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate | HCID 68109641 | 43% |
Reaction Steps
The product of step B was coupled with sodium benzenesulfinate using the procedure of Example 29, step C. Purification by flash column chromatography (SiO2, 3:2 hexane/ethyl acetate) provided tert-butyl 6-chloro-8-phenylsulfonyl-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (750 mg, 43%) as an off-white solid: 1H NMR (CDCl3, 300 MHz) δ 7.98-7.94 (m, 3H), 7.84 (d, J=1.2 Hz, 1H), 7.58-7.49 (m, 3H), 4.56 (s, 2H), 3.83 (t, J=5.7 Hz, 2H), 2.90 (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-a7a6c875c409430c8d4e9f3aa2b98942 |
| Source note | uspto-grants-2015_06 |