Dichloromethane → 3-(4-(3-chloro-7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)-3-cyclopropylpropanenitrile

HRID 1852977Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1852977
[CH:1]1([CH:4]([N:8]2[CH:12]=[C:11]([C:13]3[N:18]4[CH:19]=[CH:20][N:21]=[C:17]4[CH:16]=[C:15]([C:22]4[CH:23]=[N:24][N:25]([CH3:27])[CH:26]=4)[N:14]=3)[CH:10]=[N:9]2)[CH2:5][C:6]#[N:7])[CH2:3][CH2:2]1.[Cl:28]N1C(=O)CCC1=O.C(Cl)Cl>>[Cl:28][C:19]1[N:18]2[C:13]([C:11]3[CH:10]=[N:9][N:8]([CH:4]([CH:1]4[CH2:3][CH2:2]4)[CH2:5][C:6]#[N:7])[CH:12]=3)=[N:14][C:15]([C:22]3[CH:23]=[N:24][N:25]([CH3:27])[CH:26]=3)=[CH:16][C:17]2=[N:21][CH:20]=1

Komponenten

4

Edukt 3

HCID 6344DichloromethaneHCID 31398ChlorosuccinimideHCID 534974533-cyclopropyl-3-(4-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)propanenitrile

Produkt 1

HCID 674578853-(4-(3-chloro-7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)-3-cyclopropylpropanenitrileAusbeute 35,2 %

Versuchsvorschrift

3-Cyclopropyl-3-(4-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)propanenitrile (Example 2) (46 mg, 0.13 mmol) and 1-chloropyrrolidine-2,5-dione (26 mg, 0.19 mmol) were suspended in DCM (1.3 mL, 0.13 mmol) and stirred at ambient temperature for 1 hour. This was immediately purified by silica chromatography using a 0-10% MeOH/EtOAc gradient to afford the title compound (18 mg, 34% yield) as a light yellow solid. MS (apci) m/z=393.2 (M+H).

Aufarbeitung

  1. customThis was immediately purified by silica chromatography

Quellen und Nachweise

ORD-Eintrag
ord-de11daefbd0a422da038e8e1e18884f3
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08962596B2

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