Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| 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 | HCID 68069660 | HCID 68069660 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86673699 | HCID 86673699 | 97.8% |
Reaction Steps
A mixture of 1-isopropyl-4-(4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl)-1H-pyrrole-2-carboxylic acid (150 mg, 0.24 mmol), morpholine (50 mg, 0.98 mmol), HATU (137 mg, 0.36 mmol), DIPEA (0.3 mL) in DMF (10 mL) was stirred overnight at 25° C. Ethyl acetate (100 mL) and water (50 mL) were added. The organic layer was separated and washed by water (30 mL) and brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give the desired product title compound as a yellowish oil (160 mg, 96%) without further purification. LC-MS (Method A): m/z=682.3 [M+H]+; 2.44 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08569281B2 |
|---|
| Source dataset | uspto-grants-2013_10 |
|---|
| ORD ID | ord-8c9d7760c0c14a72bb281b12eb605130 |
|---|
| Source note | uspto-grants-2013_10 |
|---|
