HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-Cyclopropyl-2-hexylsulfanyl-pyrimidine-4-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Cyclopropyl-6-diethoxymethyl-2-hexylsulfanyl-pyrimidine | HCID 69292087 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Cyclopropyl-2-hexylsulfanyl-pyrimidine-4-carbaldehyde | HCID 86067344 | 94.6% |
Reaction Steps
4-Cyclopropyl-6-diethoxymethyl-2-hexylsulfanyl-pyrimidine (2.7 g, 8 mmol) was dissolved in THF (13 mL) and 4 N HCl (13 mL) and stirred at 20° C. for 19 h. The reaction mixture was poured in cold 10% Na2CO3 (100 mL) and extracted twice with AcOEt and once with sat. NaCl solution. The crude product was purified by chromatography on silica gel in heptane/DCM with a gradient of 100:0 to 67:33. One obtained 2 g (94%) of a yellow oil, which solidified upon standing in the fridge. MS: m/z=264 (M).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07351700B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-1d36302599644768aea66d31e4df5439 |
| Source note | uspto-grants-2008_04 |