HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391303Generated: October 29, 2026
Sodium Carbonate → HCID 49820276, compound
https://huagongshe.com/reaction/391303
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chlorophenylboronic acid | HCID 2734322 | — |
| Reactant | N-((5-bromopyridin-3-yl)(cyclopropyl)methyl)ethanesulfonamide | HCID 59578386 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 49820276 | HCID 49820276 | 23% |
Reaction Steps
A mixture of 2-chlorophenylboronic acid (24 mg, 0.16 mmol), N-((5-bromopyridin-3-yl)(cyclopropyl)methyl)ethanesulfonamide (50 mg, 0.16 mmol), PdCl2(PPh3)2 (9 mg, 0.01 mmol) and Na2CO3 (2 M in water, 0.16 mL, 0.32 mmol) in DMF(1.5 mL) was heated at 100° C. for 2 h. After concentration, the residue was dissolved in DCM and filtered. The filtrates were concentrated and purified by flash column (EtOAc/Heptane, v/v, 0-40%) to give the title compound (12 mg, 23%); ESI-MS m/z: 351 [M+1]+, 1H-NMR (MeOD, 400 MHz) δ 8.65 (1H, d, J=2.0 Hz), 8.55 (1H, d, J=2.0 Hz), 8.04 (1H, t, J=2.0 Hz), 7.61-7.58 (1H, m), 7.48-7.44 (3H, m), 4.29 (1H, d, 0.1=8.8 Hz), 3.02-2.89 (2H, m), 1.34-1.28 (1H, m), 1.28 (1H, t, J=7.2 Hz), 0.80-0.75 (1H, m), 0.67-0.60 (2H, m), 0.51-0.47 (1H, m)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08383827B2 |
|---|
| Source dataset | uspto-grants-2013_02 |
|---|
| ORD ID | ord-74d9264cd2a0406383f0c54bb538401a |
|---|
| Source note | uspto-grants-2013_02 |
|---|