HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Diaminocyclohexane → 1-(4-(4-(4-(4-aminocyclohexylamino)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Diaminocyclohexane | HCID 18374 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(4-(4-(4-(methylsulfinyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanone | HCID 69023141 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(4-(4-(4-(4-aminocyclohexylamino)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanone | HCID 57990390 | 13.1% |
Reaction Conditions
| Temperature | 116 °C |
|---|
Reaction Steps
To a solution of 1-(4-(4-(4-(methylsulfinyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanone (34 mg, 0.085 mmol) in DMSO (1 mL), 1,4-diaminocyclohexane (cis and trans mixture, 35 mg, 0.31 mmol) and diisopropylethylamine (0.060 mL, 0.35 mmol) were added. The mixture was heated at 116° C. overnight. It was then purified by HPLC to give the titled compound (5 mg). MS 449.3 (M+H); UV 208.5, 265.1, 305.5 nm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139581B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-fc7f0ffe633449d2ba4c3cd070666f80 |
| Source note | uspto-grants-2015_09 |