HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 22993974, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 21357966 | HCID 21357966 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22993974 | HCID 22993974 | 82.2% |
Reaction Steps
Acetic anhydride (21.3 μL, 0.2250 mmol) was added to a solution of 4-(3-aminophenyl)-N2′-(3,4,5-trimethoxyphenyl)-[2,5′]bithiazolyl-2′,4′-diamine (50.0 mg, 0.1125 mmol), prepared as described in Example C(1), dissolved in pyridine (28.5 μL, 0.352 mmol), DMF (70 μL), and THF (700 μL) at −15° C. (bath temperature). After 30 minutes, the reaction was quenched with MeOH (0.5 mL), concentrated, and purified by preparative C-18 reverse-phase HPLC (gradient elution, 95% H2O/0.1% TFA/CH3CN to 5% H2O/0.1% TFA/CH3CN), giving 46 mg (82% yield) of N-{3-[4′-amino-2′-(3,4,5-trimethoxy-phenylamino)-[2,5′]bithiazolyl-4-yl]-phenyl}acetamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06620828B2 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-2ae5cc59962c4a7bbcd0ed0454f97a06 |
| Source note | uspto-grants-2003_09 |