HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → tert-Butyl 3-carbamothioyl-2-[2-(1H-imidazol-1-yl)-6-methylpyrimidin-4-yl]pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosphorus sulfide (P2S5) | HCID 14817 | — |
| Reactant | HCID 58654505 | HCID 58654505 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | tert-Butyl 3-carbamothioyl-2-[2-(1H-imidazol-1-yl)-6-methylpyrimidin-4-yl]pyrrolidine-1-carboxylate | HCID 57355453 | 95.3% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
P2S5 (60 mg, 0.27 mmol) was added to a solution of 3-carbamoyl-2-(2-imidazol-1-yl-6-methyl-pyrimidin-4-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester (10 mg, 0.30 mmol) in dimethoxyethane (10 mL) at rt under an atmosphere of N2. The reaction mixture was heated to 100° C. for 2 h then cooled to rt. Water (20 mL) was added and the solution was extracted with DCM (3×30 mL). The combined organics were dried over Na2SO4, filtered and concentrated under vacuum to afford 100 mg (86%) of 2-(2-imidazol-1-yl-6-methyl-pyrimidin-4-yl)-3-thiocarbamoyl-pyrrolidine-1-carboxylic acid tert-butyl ester as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07825256B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-cee301c8787346ffb697922bbb17adac |
| Source note | uspto-grants-2010_11 |