3-Methylbut-1-yne → (3-Diethylamino-pyrrolidin-1-yl)-[3,5-dimethyl-1-[3-(3-methyl-but-1-ynyl)-phenyl]-1H-pyrazol-4-yl}-methanone

HRID 1011929

Reaktionsgleichung

Reaktionsgleichung von HRID 1011929
Br[C:2]1[CH:3]=[C:4]([N:8]2[C:12]([CH3:13])=[C:11]([C:14]([N:16]3[CH2:20][CH2:19][CH:18]([N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])[CH2:17]3)=[O:15])[C:10]([CH3:26])=[N:9]2)[CH:5]=[CH:6][CH:7]=1.[CH3:27][CH:28]([CH3:31])[C:29]#[CH:30]>>[CH2:22]([N:21]([CH2:24][CH3:25])[CH:18]1[CH2:19][CH2:20][N:16]([C:14]([C:11]2[C:10]([CH3:26])=[N:9][N:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([C:30]#[C:29][CH:28]([CH3:31])[CH3:27])[CH:3]=3)[C:12]=2[CH3:13])=[O:15])[CH2:17]1)[CH3:23]

Komponenten

3

Edukt 2

HCID 690193-Methylbut-1-yneHCID 67313795[1-(3-Bromo-phenyl)-3,5-dimethyl-1H-pyrazol-4-yl]-(3-diethylamino-pyrrolidin-1-yl)-methanone

Produkt 1

HCID 57554954(3-Diethylamino-pyrrolidin-1-yl)-[3,5-dimethyl-1-[3-(3-methyl-but-1-ynyl)-phenyl]-1H-pyrazol-4-yl}-methanone

Versuchsvorschrift

In analogy to the procedure described in Example 31F], [1-(3-bromo-phenyl)-3,5-dimethyl-1H-pyrazol-4-yl]-(3-diethylamino-pyrrolidin-1-yl)-methanone (1 eq) (Example 28A]) and 3-methyl-1-butyne (1.2 eq) gave the title compound in 90% yield yellow viscous oil. MS: 407.4 (MH+).

Quellen und Nachweise

ORD-Eintrag
ord-c5fea1a0733b40ffb83dfb41e02054e9
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977358B2

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