HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isonicotinic Acid → HCID 178522290, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isonicotinic Acid | HCID 5922 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HOAt | HCID 181649 | — |
| 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 | HCID 11564772 | HCID 11564772 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178522290 | HCID 178522290 | — |
Reaction Steps
To a mixture of 1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-4-piperidinamine D2 (100 mg), 4-pyridinecarboxylic acid (56.7 mg, 0.460 mmol), HATU (210 mg, 0.552 mmol) and HOAt (37.60 mg, 0.276 mmol) in DMF (2.3 mL) was added DIPEA (386 μL, 2.209 mmol). The reaction mixture was stirred at room temperature for 2 hours then the solvent was removed in vacuo. The crude mixture was purified by MDAP using a high pH method to afford E11 (75 mg), 1H NMR (d6-DMSO) δ 11.70 (1H, brs), 8.70 (2H, d), 8.57 (1H, d), 8.17 (1H, s), 7.72 (2H, d), 7.18 (1H, d), 6.60 (1H, d), 4.70 (2H, dt), 4.15 (1H, m), 3.20 (2H, dt), 1.90 (2H, m), 1.60 (2H, m), MS(ES+) 323 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09045485B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-0db55db2573148cd8b69520d1be64143 |
| Source note | uspto-grants-2015_06 |