HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorotrimethylsilane → 4-(cyclopropylamino)-2-(2-oxo-1,2,3,4-tetrahydroquinolin-6-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | 6-amino-3,4-dihydroquinolin-2(1H)-one | HCID 4912759 | — |
| Reactant | 2-chloro-4-(cyclopropylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile | HCID 57990351 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 4-(cyclopropylamino)-2-(2-oxo-1,2,3,4-tetrahydroquinolin-6-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile | HCID 57990368 | 37.6% |
Reaction Conditions
| Temperature | 135 °C |
|---|
Reaction Steps
A mixture of 2-chloro-4-(cyclopropylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (145 mg, 0.374 mmol), 6-amino-3,4-dihydroquinolin-2(1H)-one (60 mg, 0.370 mmol) and trimethylsilyl chloride (0.200 mL, 1.58 mmol) in nBuOH (4 mL) was stirred at 135° C. for 20 h. It was concentrated in vacuo. The residue was purified by HPLC to give the titled compound (50 mg). MS 360.3 (M+H); UV 202.2, 292.7 nm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139581B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-7e56071f25494b798a3d1db22ad3b0b7 |
| Source note | uspto-grants-2015_09 |