HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-[5-(4-Aminothieno[2,3-d]pyrimidin-6-yl)-1-methyl-1H-imidazol-4-yl]phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 17965779 | HCID 17965779 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 4-[5-(4-Aminothieno[2,3-d]pyrimidin-6-yl)-1-methyl-1H-imidazol-4-yl]phenol | HCID 10245625 | 67.3% |
Reaction Steps
6-{4-[4-(Benzyloxy)phenyl]-1-methyl-1H-imidazol-5-yl}thieno[2,3-d]pyrimidin-4-amine (Example 53) (19 mg) was refluxed with TFA (3 mL) and water (0.05 mL) for 6 hr. The mixture was diluted with 1:1 DCM/MeOH and passed through an acidic extraction cartridge (Waters Oasis® MCX 1 g). The cartridge was washed with 1:1 DCM/MeOH, then eluted with concentrated aqueous NH3/DCM/MeOH 4:48:48. Fractions were evaporated to give the title compound as a solid (10 mg, 67%);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07427616B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-9b638fbee31848a89fe34d05bb1c4eeb |
| Source note | uspto-grants-2008_09 |