HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-6-propylthio-4-pyrimidinecarboxylic acid, (1,1-dimethylethyl) ester → tert-Butyl 2-chloropyrimidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-6-propylthio-4-pyrimidinecarboxylic acid, (1,1-dimethylethyl) ester | HCID 57298193 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-Butyl 2-chloropyrimidine-4-carboxylate | HCID 57063961 | — |
Reaction Steps
To a suspension of Raney® nickel (50% slurry in water, 10 g) in ethanol (20 ml) was added a solution of the product from step (ii) (3.83 g) in ethanol (20 ml). The mixture was stirred for 2 hours and treated with a further 5 g Raney® nickel. The mixture was stirred overnight and treated with a further 20 g Raney® nickel. After 1 hour the reaction mixture was filtered through Kieselguhr and the filtrate evaporated. The residue was purified by chromatography eluting with 5-10% ethyl acetate in isohexane. Yield 1.3 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06107297 |
| Source dataset | uspto-grants-2000_08 |
| ORD ID | ord-2a416997bebb454f853dab160062e672 |
| Source note | uspto-grants-2000_08 |