HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (2R)-2-[[2-Amino-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(Chloromethyl)-2-methyl-1,3-thiazole--hydrogen chloride (1/1) | HCID 2734203 | — |
| Reactant | HCID 178461804 | HCID 178461804 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | (2R)-2-[[2-Amino-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol | HCID 9969306 | 36.2% |
Reaction Steps
A stirred solution of the product of step (b) (0.05 g) in DMSO (4 ml) was treated with a solution of 4-chloromethyl-2-methylthiazole hydrochloride (0.029 g) and Hunig's base (0.025 g) in NMP (0.5 ml) and stirred for 1 hour. The solution was purified by reverse phase preparative HPLC on Nova-pak® C18 column, using 10 to 60% acetonitrile in 0.1% aqueous ammonium acetate at 50 ml/min over 10 min to give the titled compound (0.021 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06958343B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-07d9138d02334892af985f62ce52fa1b |
| Source note | uspto-grants-2005_10 |