HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401224Generated: November 2, 2026
Diisopropylethylamine → 1-[6-({[2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methyl}amino)-4-pyrimidinyl]ethanone
https://huagongshe.com/reaction/2401224
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1H-Pyrrolo[2,3-b]pyridine-5-methanamine, 2-(trifluoromethyl)- | HCID 67111459 | — |
| Reactant | 1-(6-Chloropyrimidin-4-yl)ethan-1-one | HCID 72214247 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 1-[6-({[2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methyl}amino)-4-pyrimidinyl]ethanone | HCID 51355874 | 8% |
Reaction Steps
1-[2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methanamine (Intermediate 5, 32 mg, 0.149 mmol), 1-(6-chloro-4-pyrimidinyl)ethanone (Intermediate 18, 34.9 mg, 0.223 mmol) and DIPEA (0.052 mL, 0.297 mmol) were added together in N-methyl-2-pyrrolidone (1 mL) and the resulting mixture was stirred at room temperature for 7 hours. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic layer was separated, dried under magnesium sulfate and evaporated under reduced pressure. The residue was purified by MDAP. Product containing fractions were combined and evaporated under reduced pressure. The resulting solid was dried under high vacuum at 45° C. for 18 hours to give the title compound as a white solid (4 mg);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08796283B2 |
|---|
| Source dataset | uspto-grants-2014_08 |
|---|
| ORD ID | ord-a18a4777113141279bf8ae38f9b68cff |
|---|
| Source note | uspto-grants-2014_08 |
|---|