Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 178469891 | HCID 178469891 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178522815 | HCID 178522815 | 57.3% |
Reaction Steps
A mixture of 5-(1H-pyrazolo[3,4-b]pyridin-3-yl)-1H-pyrrole-3-carboxylic acid (50 mg, 0.22 mmol) (from example 11), p-hydroxybenzotriazole hydrate (HOBt) (74 mg, 2.5 eq.), 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride (EDAC HCl) (105 mg, 2.5 eq.), benzylamine (94 mg, 4 eq.) and triethylamine (TEA) (0.5 mL) in DMF (1 mL) was heated at 40° C. for overnight. The reaction was concentrated and the residue was purified on a silica gel column to give 40 mg of the titled compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07186716B2 |
|---|
| Source dataset | uspto-grants-2007_03 |
|---|
| ORD ID | ord-40c9fa4130e541b08455a87cc4b370d3 |
|---|
| Source note | uspto-grants-2007_03 |
|---|