HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 69512722, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 18457805 | HCID 18457805 | — |
| Reactant | N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide | HCID 21914577 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 69512722 | HCID 69512722 | — |
Reaction Steps
4-Bromo-N-cyclopropylmethyl-2-fluorobenzamide (Intermediate 14, 60 mg), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide (60 mg), tetrakis(triphenylphosphine)palladium (2.5 mg) and aqueous sodiumhydrogen carbonate (1M, 1 ml) were heated in propan-2-ol (2 ml) at 85° C. for 18 hours. The reaction was concentrated under vacuum and the residue applied to a SPE (Si, 2 g) and eluted with 1:3 and 3:1 ethyl acetate/cyclohexane. The solvent was evaporated from the latter fraction under vacuum and the residue triturated with ether to give N3-cyclopropyl-N4′-(cyclopropylmethyl)-3′-fluoro-6-methyl-1,1′-biphenyl-3,4′-dicarboxamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07208629B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-cd10eecdd8224cb2b4f1e4cb81ab4bb2 |
| Source note | uspto-grants-2007_04 |