HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 5-Pyrimidinecarboxylic acid, 4-amino-2-(methylthio)-, ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl ester | HCID 80008 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Pyrimidinecarboxylic acid, 4-amino-2-(methylthio)-, ethyl ester | HCID 222666 | 66% |
Reaction Steps
To a stirred solution of ethyl 4-chloro-2-methylsulfanyl-5-pyrimidinecarboxylate (4.50 g, 19.4 mmol) in MeOH is added 7 N NH3 (13.9 mL) in MeOH at 0° C. and the mixture is stirred for 2 h at room temperature. The reaction mixture is diluted with EtOAc and washed with saturated NaHCO3 solution. The organic layer is dried over MgSO4, filtered and concentrated. The crude product is crystrallized from the mixed solvent of EtOAc and hexanes to give 2.90 g (66%) of ethyl 4-amino-2-methylsulfanyl-5-pyrimidinecarboxylate as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07371750B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-a2fa4cedd52040bea84b064a7de31521 |
| Source note | uspto-grants-2008_05 |