HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 2-(2-(Hydroxymethyl)phenylamino)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Ethyl 5-amino-2-(2-(hydroxymethyl)phenylamino)-6-(2-methoxyphenylamino)pyrimidine-4-carboxylate | HCID 57474718 | — |
| Reactant | Ethyl 5-amino-2-(2-((tert-butyldimethylsilyloxy)methyl)phenylamino)-6-(2-methoxy-phenylamino)pyrimidine-4-carboxylate | HCID 57474719 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(2-(Hydroxymethyl)phenylamino)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxamide | HCID 57474716 | 69% |
Reaction Steps
Ethyl 5-amino-2-(2-((tert-butyldimethylsilyloxy)methyl)phenylamino)-6-(2-methoxy-phenylamino)pyrimidine-4-carboxylate. Ethyl 5-amino-2-(2-(hydroxymethyl)phenylamino)-6-(2-methoxyphenylamino)pyrimidine-4-carboxylate (0.227 g, 0.555 mmol), tert-butyldimethylsilyl chloride (0.104 g, 0.693 mmol), imidazole (0.047 g, 0.693 mmol) were combined in methylene chloride (10 mL) and stirred for 16 h at room temperature. The solution was condensed under reduced pressure and purified using Biotage chromatography (0 to 100% EtOAc in hexanes) to afford the title compound (0.200 g, 69%). MS (ESI) m/z 524.7 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383634B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-faa9b8161c9b4e24bde4a69a79ded3b3 |
| Source note | uspto-grants-2013_02 |