HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → Allyl [(4-amino-5-benzyl-2-pyrimidinyl)sulfanyl]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | (4-Amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid | HCID 21883178 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | Allyl [(4-amino-5-benzyl-2-pyrimidinyl)sulfanyl]acetate | HCID 9796950 | — |
Reaction Steps
(4-Amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid (0.25 mmol, 69 mg), dicyclohexylcarbodiimide (0.3 mmol, 62 mg) and allyl alcohol (0.3 mmol, 18 mg) were dissolved in 1 ml of DMF, and a catalytic amount of 4-dimethylaminopyridine (approx. 1–3 mg) was added. After shaking the mixture for 24 h at r.t., the title compound, MS: m/e=316.2 (M+H+), was obtained from the reaction mixture by HPLC chromatography (YMC CombiPrep C18 column 50×20 mm, solvent gradient 10–95% CH3CN in 0.1% TFA(aq) over 6.0 min, λ=230 nm, flow rate 40 ml/min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07138404B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-74da07a0b0e14852b581171b1b739882 |
| Source note | uspto-grants-2006_11 |