HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium 4-chlorobenzenesulfinate → HCID 67085117, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium 4-chlorobenzenesulfinate | HCID 23664783 | — |
| Reactant | Tert-butyl 2-bromo-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-carboxylate | HCID 67085938 | — |
| Product | HCID 67085117 | HCID 67085117 | 40% |
Reaction Steps
Intermediate 18 was coupled with the product of Example 27, step B following the procedure of Example 27, step C. The crude material was purified by flash column chromatography (SiO2, 3:2 hexanes/ethyl acetate) to give tert-butyl 2-(4-chlorophenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-carboxylate (100 mg, 40%) as a yellow solid: 1H NMR (CDCl3, 300 MHz) δ 8.16 (s, 1H), 7.86-7.90 (m, 2H), 7.62-7.66 (m, 1H), 7.43-7.45 (m, 1H), 7.32-7.42 (m, 1H), 7.29-7.32 (m, 1H), 5.25 (br s, 1H), 4.68 (br s, 1H), 4.70 (s, 1H), 3.60 (s, 3H), 2.50 (d, J=16.3 Hz, 1H), 2.17-2.33 (m, 2H), 1.89-1.97 (m, 1H), 1.55-1.65 (m, 1H), 1.37 (br s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575186B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-57017fc4386c4ca5bfeb472bb18d3a97 |
| Source note | uspto-grants-2013_11 |