HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Diaminocyclohexane, trans- → (trans)-N1-(6-chloro-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-yl)cyclohexane-1,2-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Diaminocyclohexane, trans- | HCID 43806 | — |
| Reactant | CID 87191335 | HCID 87191335 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (trans)-N1-(6-chloro-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-yl)cyclohexane-1,2-diamine | HCID 89534428 | — |
Reaction Steps
A mixture of Example 61a (3.4 g) in acetonitrile (30 mL) and trans-cyclohexane-1,2-diamine was heated at 170° C. for 40 minutes in a Biotage microwave reactor. The reaction mixture was extracted with ethyl acetate (2×), washed with brine and sodium bicarbonate. The combined organic layers were treated with 1M HCl. The aqueous layer was treated with NaOH (1M) and the material crashed out of the solution to give 0.797 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08435980B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-c11140dc5b994942ba2ad213211afda9 |
| Source note | uspto-grants-2013_05 |