HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfinic acid, sodium salt → tert-butyl 7-(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 7-bromo-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate | HCID 68109423 | — |
| Product | tert-butyl 7-(phenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate | HCID 68109015 | 29% |
Reaction Steps
The product of step C was coupled with sodium benzenesulfinate following the procedure of Example 29, step C. Purification by flash column chromatography (SiO2, 85:15 hexanes/ethyl acetate) provided tert-butyl 7-(phenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (31 mg, 29%) as light yellow solid: 1H NMR (CDCl3, 300 MHz) δ 8.06 (d, J=1.2 Hz, 1H), 7.98-7.91 (m, 2H), 7.81 (dd, J=8.1 Hz, 1.2 Hz, 1H), 7.56-7.45 (m, 4H), 4.54 (s, 2H), 3.82 (t, J=5.4 Hz, 2H), 2.88 (t, J=5.7 Hz, 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-90f7fdc4eef44845bb416b14c3b08cfd |
| Source note | uspto-grants-2015_06 |