Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromoform | HCID 5558 | — |
| Reactant | Isoamyl Nitrite | HCID 8053 | — |
| Reactant | HCID 58230405 | HCID 58230405 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66623575 | HCID 66623575 | 40% |
Reaction Steps
To a suspension of (R)-2-(2-amino-5-phenylmethylthio-thiazolo[4,5-d]pyrimidin-7-ylamino)-4-methyl-pentan-1-ol (WO 00/09511) (131 mg, 0.34 mmol) in bromoform (6 mL) and anhydrous acetonitrile (2.5 mL), isoamylnitrite (158 μL, 1.2 mmol) was added. The mixture was heated at 60° C. under a nitrogen atmosphere for 30 minutes followed by evaporation of the solvent. The crude, red solid was flash chromatographed on silica (eluent—ethyl acetate:dichloromethane, 10:90) and the product was dried in vacuo at 50° C. overnight, resulting in 61 mg (40% yield) of the title compound as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07067657B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-af8dac3779d3498fb1874e6cadd76c15 |
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| Source note | uspto-grants-2006_06 |
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