Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 178508054 | HCID 178508054 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178511177 | HCID 178511177 | 77.3% |
Reaction Steps
A mixture of cyano-acetic acid (23 mg, 0.28 mmol), 3-(5-morpholin-4-ylmethyl-1H-benzimidazol-2-yl)-1H-pyrazol-4-ylamine (70%, 100 mg, 0.23 mmol), TBTU (89 mg, 0.28 mmol) and DMF (2 ml) was stirred at 25° C. overnight. The mixture was then evaporated in vacuo. Flash chromatography, eluting with DCM—6% MeOH/DCM afforded 2-cyano-N-[3-(5-morpholin-4-ylmethyl-1H-benzoimidazol-2-yl)-1H-pyrazol-4-yl]-acetamide as a yellow solid (65 mg, 77%). (LC/MS (acidic method/final compound): Rt 4.61, [M+H]+ 366).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08778936B2 |
|---|
| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-884f829d7ec5470599c6e3da342c9531 |
|---|
| Source note | uspto-grants-2014_07 |
|---|
