HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Methyl 2-(6-amino-3-((1-benzyl-1H-pyrazole-4-carboxamido)methyl)-2-methylpyridin-4-yloxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Benzyl-1H-pyrazole-4-carboxylic acid | HCID 6483876 | — |
| 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 | Methyl 2-(6-amino-3-(aminomethyl)-2-methylpyridin-4-yloxy)acetate | HCID 58081211 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-(6-amino-3-((1-benzyl-1H-pyrazole-4-carboxamido)methyl)-2-methylpyridin-4-yloxy)acetate | HCID 58081178 | — |
Reaction Steps
Methyl 2-(6-amino-3-(aminomethyl)-2-methylpyridin-4-yloxy)acetate (271 mg, 0.909 mmol), 1-benzyl-1H-pyrazole-4-carboxylic acid (synthesis description below) (184 mg, 0.909 mmol) and DIPEA (0.794 ml, 4.54 mmol) were dissolved in DMF (2 ml), then HATU (518 mg, 1.363 mmol) was added and the reaction mixture was stirred over night at rt. Purification by prep HPLC (Sun-Fire C18, 100×30mm 5 to 100% ACN and 0.1% TFA, flow 40 mml/min.) offered the titled compound after lyophilisation. HPLC (Method C) Rtc=2.789 min, MS (Method D): [M+H]+=410.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290485B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-afc23dc81a2449f4b51ca99e6712d1c6 |
| Source note | uspto-grants-2016_03 |