HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Cyclohexanediamine → N-(3-aminocyclohexyl)-2-bromo-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Cyclohexanediamine | HCID 18814 | — |
| 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 | 2-bromo-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid | HCID 86677897 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3-aminocyclohexyl)-2-bromo-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide | HCID 86678005 | — |
Reaction Steps
A mixture of 2-bromo-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (0.2 g, 0.83 mmol), cyclohexane-1,3-diamine (0.473 g, 4.15 mmol), HATU (0.475 g, 1.25 mmol), DIPEA (0.322 g, 2.5 mmol) in 15 mL of DMF were stirred at room temperature overnight. The solvent was removed under reduced pressure at 70° C. to give N-(3-aminocyclohexyl)-2-bromo-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide as a crude which was used to the next step without further purification. MS: (M+H)+=338.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658646B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-399e91d6b945443188c43a9458f89d22 |
| Source note | uspto-grants-2014_02 |