Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-5-nitropyrimidine | HCID 82544 | — |
| Reactant | HCID 178418441 | HCID 178418441 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66927641 | HCID 66927641 | — |
Reaction Steps
2-chloro-5-nitropyrimidine (1.6 g, 10 mmol), 1H-tetrazole (24.44 mL, 11 mmol, 0.45M in MeCN) were added in DMF (20 mL), cooled to 0° C., then triethylamine (1.67 mL, 12 mmol) was added drop-wise. After 15 minutes, water (100 mL) was added, extracted with ethyl acetate (100 mL×1, 50 mL×6). The organic phase were combined and dried by magnesium sulfate, filtered, concentrated and purified by column chromatography through a 100 gram Biotage SNAP KP-Sil™silica gel cartridge eluting with 30% ethyl acetate/hexanes to give the title compound as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08552022B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-8f8d75c9b70e480494b77c9c5ddbb215 |
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| Source note | uspto-grants-2013_10 |
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