HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 9-cyclopentyl-N-(4-(1-piperazinylcarbonyl)-1,3-thiazol-2-yl)-9H-pyrido[4',3':4,5]pyrrolo-[2,3-d]pyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 1,1-dimethylethyl 4-((2-((9-cyclopentyl-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)-1,3-thiazol-4-yl)carbonyl)-1-piperazinecarboxylate | HCID 58299964 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 9-cyclopentyl-N-(4-(1-piperazinylcarbonyl)-1,3-thiazol-2-yl)-9H-pyrido[4',3':4,5]pyrrolo-[2,3-d]pyrimidin-2-amine | HCID 58299994 | — |
Reaction Steps
Compound 74 was dissolved in DCM (5 mL) and TFA (1.5 mL) and stirred at 20° C. for 2.5 hrs. The reaction was concentrated in vacuum and purified by preparative HPLC eluting with a gradient 10% MeCN/water/0.1% TFA-50% MeCN/water/0.1% TFA to provide compound 71 (23 mg) as a yellow solid. 1H NMR (500 MHz, CD3OD) δ 9.63 (1H, s), 9.32 (1H, s), 8.68 (1H, d, J=6.1 Hz), 8.63 (1H, d, J=6.4 Hz), 7.84 (1H, s), 5.56 (1H, p, J=8.1), 4.00-4.29 (4H, br s), 3.39 (4H, t, J=5.3 Hz), 2.63 (2H, m), 2.25 (4H, m), 1.98 (2H, m) ppm; LCMS-ESI (POS), M/Z, M+1: Found 449.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08980903B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-e63569ae97d6428ea308766f83173de1 |
| Source note | uspto-grants-2015_03 |