HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl chloroformate → HCID 86597369, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl chloroformate | HCID 7917 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloro-5-methyl-6-(piperidin-4-ylsulfanyl)-pyrimidine | HCID 86022280 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86597369 | HCID 86597369 | 85.7% |
Reaction Steps
A mixture of 4-chloro-5-methyl-6-(piperidin-4-ylsulfanyl)-pyrimidine (HCl salt, 1.8985 g, 6.77 mmol) and triethylamine (2.825 mL, 0.02 mol) in 50 mL of CH3CN was stirred under room temperature. After 15 min, isopropyl chloroformate (1M in toluene, 8.13 mL, 8.13 mmol) were added slowly under 0° C. Mixture was stirred under room temperature. After 3 h, mixture was concentrated and residue was extracted with EtOAc and saturated NaHCO3. Organic phase was dried over MgSO4, filtered and concentrated to give 4-(6-chloro-5-methyl-pyrimidin-4-ylsulfanyl)-piperidine-1-carboxylic acid isopropyl ester as yellowish oil (1.9143 g, 85%). Exact mass calculated for C14H20ClN3O2S 329.1, found 330.3 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07470699B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-5c6d8d2ef31a433e88d36d810c1604db |
| Source note | uspto-grants-2008_12 |