HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277292Generated: November 1, 2026
Propionitrile → tert-butyl ((2S)-1-((4-(benzyloxy)-5-nitropyrimidin-2-yl)oxy)propan-2-yl)carbamate
https://huagongshe.com/reaction/2277292
Participants
| Role | Name | HCID | Charge |
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| Reactant | Propionitrile | HCID 7854 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 1,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamate | HCID 7023103 | — |
| Reactant | 4-(Benzyloxy)-2-chloro-5-nitropyrimidine | HCID 86731374 | — |
| Solvent | Water | HCID 962 | — |
| Product | tert-butyl ((2S)-1-((4-(benzyloxy)-5-nitropyrimidin-2-yl)oxy)propan-2-yl)carbamate | HCID 86731375 | 16.7% |
Reaction Steps
A mixture of 4-(benzyloxy)-2-chloro-5-nitropyrimidine (670 mg), tert-butyl ((2S)-1-hydroxypropan-2-yl)carbamate (530 mg), potassium phosphate (642 mg) and propionitrile (10 mL) was stirred at 50° C. for 1 hr, and then at 100° C. for 5 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The combined organic layer were washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (170 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133129B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-4a56d5ca7e784656be327c9022d87d26 |
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| Source note | uspto-grants-2015_09 |
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