HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1365806Erstellt: 25. Oktober 2026
Dimethylformamide → 5-Chloro-7-morpholinothiazolo[5,4-d]pyrimidine-2-carbaldehyde
https://huagongshe.com/reaction/1365806
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Lithium diisopropylamide | HCID 2724682 | — |
| Edukt | 4-(5-Chlorothiazolo[5,4-d]pyrimidin-7-yl)morpholine | HCID 57685385 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Tetrahydrofuran heptane ethylbenzol | HCID 22742125 | — |
| Produkt | 5-Chloro-7-morpholinothiazolo[5,4-d]pyrimidine-2-carbaldehyde | HCID 57685405 | — |
Reaktionsschritte
5-Chloro-7-morpholinothiazolo[5,4-d]pyrimidine was slurried in tetrahydrofuran and cooled to −78° C. under nitrogen. Two equivalents of 2M lithium diisopropylamide in heptane/tetrahydrofuran/ethylbenzene was added slowly and the solution was stirred for 30 minutes. dimethylformamide (6 eq) was added and the solution was stirred at −78° C. for an additional one hour. The solution was warmed to 0° C. and ice cold 0.1N hydrochloric acid was added and the solution was warmed to room temperature before extraction with methylene chloride. The organic layer was dried with sodium sulfate and concentrated to give 5-chloro-7-morpholinothiazolo[5,4-d]pyrimidine-2-carbaldehyde.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07893059B2 |
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| Quelldatensatz | uspto-grants-2011_02 |
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| ORD ID | ord-ada90689861e4a13a80e6bb74acd5f57 |
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| Quellennotiz | uspto-grants-2011_02 |
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