1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → 2-(1-Methyl-1H-pyrazol-4-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-1-(4-cyano-piperidine-1-carbonyl)-2,2-dimethyl-propyl]-amide

HRID 1898518Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1898518
F[C:2](F)(F)[C:3]([OH:5])=O.[NH2:8][C@H:9]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:10]([N:12]1[CH2:17][CH2:16][CH:15]([C:18]#[N:19])[CH2:14][CH2:13]1)=[O:11].Cl.[NH2:25][C@H:26]([C:34]([CH3:37])([CH3:36])C)[C:27]([N:29]1[CH2:33][CH2:32]CC1)=O.[CH3:38][N:39]1C=C(B2OC(C)(C)C(C)(C)O2)C=[N:40]1.[CH2:53]([N:55]1C=C(B2OC(C)(C)C(C)(C)O2)C=N1)C>>[C:18]([CH:15]1[CH2:14][CH2:13][N:12]([C:10]([C@H:9]([NH:8][C:3]([C:2]2[C:32]3[C:33](=[N:29][CH:27]=[C:26]([C:34]4[CH:36]=[N:40][N:39]([CH3:38])[CH:37]=4)[N:25]=3)[NH:55][CH:53]=2)=[O:5])[C:20]([CH3:23])([CH3:22])[CH3:21])=[O:11])[CH2:17][CH2:16]1)#[N:19]

Komponenten

5

Edukt 4

HCID 27739871-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 113790451-Ethyl-1H-pyrazole-4-boronic acid, pinacol esterHCID 57516598(R)-2-amino-3,3-dimethyl-1-(pyrrolidin-1-yl)butan-1-one hydrochlorideHCID 673860481-((R)-2-amino-3,3-dimethyl-butyryl)-piperidine-4-carbonitrile trifluoroacetate

Produkt 1

HCID 533862032-(1-Methyl-1H-pyrazol-4-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-1-(4-cyano-piperidine-1-carbonyl)-2,2-dimethyl-propyl]-amide

Versuchsvorschrift

Prepared according to the procedure outlined in Example 2 substituting 1-((R)-2-amino-3,3-dimethyl-butyryl)-piperidine-4-carbonitrile trifluoroacetate for (R)-2-amino-3,3-dimethyl-1-pyrrolidin-1-yl-butan-1-one hydrochloride in Step 1 and 1-methyl-1H-pyrazole-4-boronic acid pinacol ester for 1-ethyl-1H-pyrazole-4-boronic acid pinacol ester in Step 2. MS: (M+H)+=449.

Aufarbeitung

  1. customPrepared

Quellen und Nachweise

ORD-Eintrag
ord-85b9ca076d6e4bf9868739270eb86ec8
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08518945B2

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