Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (R)-O-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)hydroxylamine | HCID 11298047 | — |
| Reactant | N-(4,6-dichloro-2-formamido-pyrimidin-5-yl)formamide | HCID 13989892 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 14814204 | HCID 14814204 | 20.2% |
Reaction Steps
A mixture of 4,6-dichloro-2,5-diformamidopyrimidine (3.5 g, 15 mmol), (R)-(2,2-dimethyl-1,3-dioxolan-4-ylmethoxy)amine (2.65 g, 18 mmol) and triethylamine (20 ml, 150 mmol) in dioxan (80 ml) was stirred at 100° C. for 4 hours. The reaction was cooled, filtered and evaporated under reduced pressure. The residue was chromatographed on silica, eluting with chloroform-methanol (10:1), affording slightly impure (R)-4-chloro-2,5-diformamido-6-(2,2-dimethyl-1, 3-dioxolan-4-ylmethoxyamino)pyrimidine (1.05 g, 20%) as pale orange solid. IR: υmax (nujol) 3400, 3300, 3180, 1690, 1650 cm-1 ;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04965270 |
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| Source dataset | uspto-grants-1990_10 |
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| ORD ID | ord-ff2da060931e43eb81ef9a3544a0c292 |
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| Source note | uspto-grants-1990_10 |
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