N-bromobutanimide → 5-bromo-6-chloro-2-(methylthio)-N-(prop-2-ynyl)pyrimidine-4-amine

HRID 63606

Reaktionsgleichung

Reaktionsgleichung von HRID 63606
[Cl:1][C:2]1[N:7]=[C:6]([S:8][CH3:9])[N:5]=[C:4]([NH:10][CH2:11][C:12]#[CH:13])[CH:3]=1.[Br:14]N1C(=O)CCC1=O>C(Cl)Cl>[Br:14][C:3]1[C:4]([NH:10][CH2:11][C:12]#[CH:13])=[N:5][C:6]([S:8][CH3:9])=[N:7][C:2]=1[Cl:1]

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 903036916-chloro-2-(methylthio)-N-(prop-2-ynyl)pyrimidine-4-amine2×

Produkt 1

HCID 903037135-bromo-6-chloro-2-(methylthio)-N-(prop-2-ynyl)pyrimidine-4-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirring solution of 1.16 g (5.45 mmol) of 6-chloro-2-(methylthio)-N-(prop-2-ynyl)pyrimidine-4-amine (intermediate 27) in 6 ml of DCM, 1.07 g (6.0 mmol) of N-bromosuccinimide were added, and stirring was continued for 4 hours at room temperature to give 5-bromo-6-chloro-2-(methylthio)-N-(prop-2-ynyl)pyrimidine-4-amine, which was used without further purification in the next step (see intermediate 31). The completion of the reaction is monitored by thin layer chromatography.

Quellen und Nachweise

ORD-Eintrag
ord-b8e265fff5ff4cec976cdc1e7c51ab0f
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447095B2

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