Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | Ethyl isothiocyanatoformate | HCID 85320 | — |
| Reactant | (2R)-2-[[5,6-diamino-2-[[(2-fluorophenyl)methyl]thio]-4-pyrimidinyl]amino]-1-propanol | HCID 69749516 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178473460 | HCID 178473460 | — |
Reaction Steps
To a solution of ethoxycarbonylisothiocyanate (0.48 ml) in dry acetonitrile (20 ml) at 0° C. under an atmosphere of nitrogen was added a suspension of the product from example 4, step (e) (1.15 g) in dry acetonitrile (20 ml) containing 2.5 eq triethylamine. After stirring at 0° C. for 5 min, diisopropylcarbodiimide (0.8 ml) was added and the reaction warmed to 70° C. for 1 hr. The reaction mixture was concentrated in vacuo and the residue purified twice by silica gel chromatography, eluting both times with 3:1 ethyl acetate:DCM, to afford the subtitled product as a white solid (0.045 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06958344B2 |
|---|
| Source dataset | uspto-grants-2005_10 |
|---|
| ORD ID | ord-b8c87a5279e847e5af7e96342a4a88ba |
|---|
| Source note | uspto-grants-2005_10 |
|---|
