HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorotrimethylsilane → 5-bromo-N4-cyclobutyl-N2-(1H-indazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | 1H-Indazol-6-amine | HCID 81423 | — |
| Reactant | 5-bromo-2-chloro-N-cyclobutyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine | HCID 57990305 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 5-bromo-N4-cyclobutyl-N2-(1H-indazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine | HCID 44467678 | 1.2% |
Reaction Conditions
| Temperature | 116 °C |
|---|
Reaction Steps
A mixture of 5-bromo-2-chloro-N-cyclobutyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (64 mg, 0.21 mmol), 6-aminoindazole (56 mg, 0.42 mmol) and TMSCl (0.050 mL, 0.40 mmol) in nBuOH (2 mL) was stirred at 116° C. for 4 h. It was then concentrated in vacuo. The residue was purified by HPLC to give a sample, which was further purified by preparative TLC using CH2Cl2/MeOH (95/5) as developing solvents to give the titled compound (1 mg). MS 398.3, 400.3 (M+H, Br pattern); UV 203.8, 247.4, 309.1 nm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258144B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-a3f6d1ee73e8463488f54b4a3bd8508e |
| Source note | uspto-grants-2012_09 |