HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 4-(4-(3-(5-Chloro-1H-indol-1-yl)propanoyl)-2-oxopiperazin-1-yl)-N-(thiazol-2-yl)benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 4-(2-Oxopiperazin-1-yl)-n-(thiazol-2-yl)benzenesulfonamide | HCID 59465631 | — |
| Reactant | 3-(5-chloro-1H-indol-1-yl)propanoic acid | HCID 59466443 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(4-(3-(5-Chloro-1H-indol-1-yl)propanoyl)-2-oxopiperazin-1-yl)-N-(thiazol-2-yl)benzenesulfonamide | HCID 53627617 | 100% |
Reaction Steps
Synthesized according to general procedure 14, method B. The reaction was set up with 4-(2-oxopiperazin-1-yl)-N-(thiazol-2-yl)benzenesulfonamide (50 mg, 0.15 mmol), 3-(5-chloro-1H-indol-1-yl)propanoic acid (22 mg, 0.10 mmol), HATU reagent (76 mg, 0.20 mmol), sodium bicarbonate (17 mg, 0.20 mmol), and DMF (0.20 mL) to obtain the desired amide as a white solid (50 mg, 0.10 mmol, 32% yield). LC/MS (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA), m/z: M+1 obs=574.0; tR=3.23 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163720B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-cdbe6dca268249dda0cdb91dcada0da1 |
| Source note | uspto-grants-2012_04 |