HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-[1-Methyl-4-phenyl-2-(1,2,3,6-tetrahydropyridin-4-yl)-1H-imidazol-5-yl][1,3]thiazolo[5,4-d]pyrimidin-7-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl 4-[5-(7-amino[1,3]thiazolo[5,4-d]pyrimidin-2-yl)-1-methyl-4-phenyl-1H-imidazol-2-yl]-3,6-dihydropyridine-1(2H)-carboxylate | HCID 69553700 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[1-Methyl-4-phenyl-2-(1,2,3,6-tetrahydropyridin-4-yl)-1H-imidazol-5-yl][1,3]thiazolo[5,4-d]pyrimidin-7-amine | HCID 10475458 | 69.1% |
Reaction Steps
tert-Butyl 4-[5-(7-amino[1,3]thiazolo[5,4-d]pyrimidin-2-yl)-1-methyl-4-phenyl-1H-imidazol-2-yl]-3,6-dihydropyridine-1(2H)-carboxylate (Example 102) (20 mg) was dissolved in DCM (0.5 mL), TFA (2 mL) added, stirred at ambient temperature for 2 hours then concentrated in vacuo. The residue was diluted with saturated aqueous sodium bicarbonate, extracted with DCM (2×5 mL), organics dried, filtered and concentrated in vacuo. Purification by flash chromatography on silica gel eluting with 10% MeOH/DCM gave the title compound as a colourless solid (11 mg, 69%);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07427616B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-a893fc653b684bd68c9222d92c12ecf9 |
| Source note | uspto-grants-2008_09 |