HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 6-[1-(4-Aminobutyl)-4-phenyl-1H-imidazol-5-yl]-thieno[2,3-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Silane, tris(1-methylethyl)- | HCID 138754 | — |
| Reactant | tert-Butyl {4-[5-(4-aminothieno[2,3-d]pyrimidin-6-yl)-4-phenyl-1H-imidazol-1-yl]butyl}carbamate | HCID 86760728 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-[1-(4-Aminobutyl)-4-phenyl-1H-imidazol-5-yl]-thieno[2,3-d]pyrimidin-4-amine | HCID 10021695 | 99.8% |
Reaction Steps
tert-Butyl {4-[5-(4-aminothieno[2,3-d]pyrimidin-6-yl)-4-phenyl-1H-imidazol-1-yl]butyl}carbamate (Example 173) (23 mg) was added to a mixture of TFA, water and triisopropyl silane (5:5:1) (5 ml) and stirred at ambient temperature for 1 hour. The reaction mixture was concentrated in vacuo and the residue purified by preparative RPHPLC (eluting with a gradient of MeCN and water containing 0.1% TFA) to give the title compound as a colourless solid (18 mg, 90%);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07427616B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-0c1ae98f803a4acaa727d9ddea90ba00 |
| Source note | uspto-grants-2008_09 |