HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 86762629, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine | HCID 58169118 | — |
| Reactant | HCID 86762622 | HCID 86762622 | — |
| Solvent | 2,4-Dimethyl-3-pentanol | HCID 11752 | — |
| Product | HCID 86762629 | HCID 86762629 | 57.9% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
A mixture of N-methyl(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-c]pyridin-4-yl)methanamine (110 mg, 0.38 mmol), 2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine (107 mg, 0.454 mmol), DIPEA (146 mg, 1.134 mmol) in 2,4-dimethylpentan-3-ol (2.0 mL) in a sealed tube was heated at 140° C. overnight. The reaction mixture was concentrated under reduced pressure. The residue was purified by SiO2 chromatography eluting with DCM/MeOH (10:1) to afford 108 mg of N4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-methyl-N2-((1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-c]pyridin-4-yl)methyl)pyrimidine-2,4-diamine as a yellow solid. MS (ESI): m/z=491.2 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815877B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-3909ca44724f4f278a39144a8838206b |
| Source note | uspto-grants-2014_08 |