Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| 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 | N-(3-aminophenyl)-3-(trifluoromethyl)benzamide | HCID 20117519 | — |
| Reactant | HCID 57839142 | HCID 57839142 | — |
| Product | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 15951513 | HCID 15951513 | — |
Reaction Steps
1-Methyl-1,6-dihydro-1,5,6-triaza-as-indacene-2-carboxylic acid (35 mg, 0.162 mmol) is mixed with DIEA (0.030 ml, 0.172 mmol) and HATU (67.8 mg, 0.178 mmol) in 2 ml DMF at room temperature. N-(3-Amino-phenyl)-3-trifluoromethylbenzamide (45.53 mg, 0.162 mmol) is added into the reaction mixture 0.5 hours later. After stirring at room temperature for 2 hours, the reaction mixture is concentrated and purified by Prep-HPLC to afford the title compound as a TFA salt: 1H NMR 400 MHz (DMSO-d6) δ 12.37 (s, 1H), 10.56, (s, 2H), 8.87 (s, 1H), 8.40 (s, 1H), 8.33 (s, 1H), 8.29 (d, 1H, J=8.0 Hz), 7.98 (d, 1H, J=7.6 Hz), 7.84 (t, 1H, J=8.0 Hz), 7.68 (s, 1H), 7.57-7.54 (m, 3H), 7.37 (t, 1H, J=8.0 Hz), 7.09-7.07 (m, 1H), 4.32 (s, 3H) Hz; MS m/z 481.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07589101B2 |
|---|
| Source dataset | uspto-grants-2009_09 |
|---|
| ORD ID | ord-deb1456e21fa485ab0872cd7bc79fdcd |
|---|
| Source note | uspto-grants-2009_09 |
|---|
