HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 336516Erstellt: 25. Oktober 2026
4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl ester → Ethyl 4-(methylamino)-2-(methylsulfanyl)pyrimidine-5-carboxylate
https://huagongshe.com/reaction/336516
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl ester | HCID 80008 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Methylamine hydrochloride | HCID 6364545 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | Ethyl 4-(methylamino)-2-(methylsulfanyl)pyrimidine-5-carboxylate | HCID 295697 | 11,3% |
Reaktionsschritte
4-Chloro-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester (10 g, 429 mmol) was dissolved in acetonitrile to which DIPEA (4.34 g, 642 mmol) and methylamine hydrochloride (11.10 g, 858 mmol) was added. The reaction mixture was stirred at 100° C. for 3 hours, then cooled to room temperature and poured in to ice water. Off-white crystalline solid precipitated out. The solid was collected by filtration on a Buchner funnel and dried under vacuum to give the desired product (11 g). 1H NMR (DMSO-d6): δ 1.30 (t, J=7 Hz, 3H), δ 2.46 (s, 3H), δ 2.99 (d, J=5 Hz, 3H), δ 4.29 (q, J=7 Hz, 2H), δ 8.09 (br, s, 1H), δ 8.53 (s, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08889696B2 |
|---|
| Quelldatensatz | uspto-grants-2014_11 |
|---|
| ORD ID | ord-a4b193244f334bc8b176808aa1d83f85 |
|---|
| Quellennotiz | uspto-grants-2014_11 |
|---|