Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Trifluoromethyl)benzoic acid | HCID 9963 | — |
| 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 | 3-(1-methyl-1H-pyrazol-5-yl)-4-(2-(pyrrolidin-1-yl)ethoxy)benzenamine | HCID 46832484 | — |
| Product | Trifluoroacetic acid | HCID 6422 | — |
| Product | [3-(2-Methyl-2H-pyrazol-3-yl)-4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-3-trifluoromethyl-benzamide | HCID 11612277 | — |
Reaction Steps
A solution of HATU (113 mg, 0.30 mmol), triethylamine (55.7 μl, 0.400 mmol) and 3-trifluoromethyl-benzoic acid (57 mg, 0.30 mmol) in DMF (1.0 mL) was stirred at room temperature. After 15 min, 3-(2-Methyl-2H-pyrazol-3-yl)-4-(2-pyrrolidin-1-yl-ethoxy)-phenylamine (57.0 mg, 0.200 mmol) was added, and the mixture was stirred at 100° C. for 10 minutes in microwave. The mixture was purified by HPLC to give title compound as a burgundy on (TFA salt, 42 mg, 46% yield). Exact mass calculated for C24H25F3N4O2 458.2. found 459.4 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07884101B2 |
|---|
| Source dataset | uspto-grants-2011_02 |
|---|
| ORD ID | ord-d415cfa773df4b7981fac7e17aef7bef |
|---|
| Source note | uspto-grants-2011_02 |
|---|