HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylamine → 3-Methyl-N-(1-{[2-(phenyloxy)phenyl]methyl}-1H-pyrazol-3-yl)-4-Pyridinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | 3-Methyl-isonicotinic acid | HCID 1502003 | — |
| 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 | 1-{[2-(Phenyloxy)phenyl]methyl}-1H-pyrazol-3-amine | HCID 59548007 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Methyl-N-(1-{[2-(phenyloxy)phenyl]methyl}-1H-pyrazol-3-yl)-4-Pyridinecarboxamide | HCID 59547930 | — |
Reaction Steps
A solution of HATU (38 mg, 0.1 mmol) in N,N-dimethylformamide (0.3 ml) was added to 3-methyl-isonicotinic acid (14 mg, 0.1 mmol, AstaTech Inc) followed by N,N-diisopropylamine (0.050 ml, 0.286 mmol) and left to stand for 10 minutes at ambient temperature. A solution of 1-{[2-(phenyloxy)phenyl]methyl}-1H-pyrazol-3-amine (for a preparation see Intermediate 38)(27 mg, 0.101 mmol) in N,N-dimethylformamide (0.1 ml) was then added and the solution left to stand at room temperature overnight. Purification by MDAP (Method D) gave the title compound (20.2 mg); LCMS: (System 1) MH+=385, tRET=0.93 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399436B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-a4ecbedb4d9140eca565503565ff8a1c |
| Source note | uspto-grants-2013_03 |