HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1482688Generated: October 26, 2026
Diisopropylethylamine → N-(2-(benzyloxy)-5-nitrophenyl)-2-chloro-5-fluoropyrimidin-4-amine
https://huagongshe.com/reaction/1482688
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,4-Dichloro-5-fluoropyrimidine | HCID 250705 | — |
| Reactant | 2-(Benzyloxy)-5-nitroaniline | HCID 264603 | — |
| Reactant | Ethyl acetate hexane methylene-chloride | HCID 21942482 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(2-(benzyloxy)-5-nitrophenyl)-2-chloro-5-fluoropyrimidin-4-amine | HCID 86724343 | 25.1% |
Reaction Steps
In a pressure tube 2-(benzyloxy)-5-nitroaniline (0.65 g), 2,4-dichloro-5-fluoropyrimidine (0.66 g) and DIPEA (0.69 g) were taken in n-butanol (10 mL). The reaction mixture was heated at 120° C. for 24 hr. The reaction was monitored on TLC using DCM:hexane:ethyl acetate (3:5:2) as mobile phase. The reaction was complete after 24 h. After completion, reaction mixture was allowed to cool at room temperature. The reaction was poured into water and extracted with ethyl acetate (3×25 mL). The ethyl acetate layer washed with brine solution, dried over sodium sulfate and concentrated under reduced pressure at 40° C. Crude material was purified by triturating with diethyl ether to give 0.25 g of N-(2-(benzyloxy)-5-nitrophenyl)-2-chloro-5-fluoropyrimidin-4-amine. M+1=374.8.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09415049B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-6fdbeb31999a41918e8b0fc24bf2f550 |
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| Source note | uspto-grants-2016_08 |
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