Diisopropylethylamine → (S)-[4-(4,5-Dibromo-furan-2-carbonyl)-3-methyl-piperazin-1-yl]-(1-m-tolyl-1H-[1,2,4]triazol-3-yl)-methanone

HRID 334092Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 334092
[CH3:1][C@@H:2]1[NH:7][CH2:6][CH2:5][N:4]([C:8]([C:10]2[N:14]=[CH:13][N:12]([C:15]3[CH:16]=[C:17]([CH3:21])[CH:18]=[CH:19][CH:20]=3)[N:11]=2)=[O:9])[CH2:3]1.[Br:22][C:23]1[CH:24]=[C:25]([C:29](O)=[O:30])[O:26][C:27]=1[Br:28].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C>[Br:22][C:23]1[CH:24]=[C:25]([C:29]([N:7]2[CH2:6][CH2:5][N:4]([C:8]([C:10]3[N:14]=[CH:13][N:12]([C:15]4[CH:16]=[C:17]([CH3:21])[CH:18]=[CH:19][CH:20]=4)[N:11]=3)=[O:9])[CH2:3][C@@H:2]2[CH3:1])=[O:30])[O:26][C:27]=1[Br:28]

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 41948324,5-Dibromofuran-2-carboxylic acidHCID 86688314((S)-3-methyl-piperazin-1-yl)-(1-m-tolyl-1H-[1,2,4]triazol-3-yl)-methanone

Produkt 1

HCID 86688313(S)-[4-(4,5-Dibromo-furan-2-carbonyl)-3-methyl-piperazin-1-yl]-(1-m-tolyl-1H-[1,2,4]triazol-3-yl)-methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 86 mg (0.30 mmol) ((S)-3-methyl-piperazin-1-yl)-(1-m-tolyl-1H-[1,2,4]triazol-3-yl)-methanone, 84 mg (0.30 mmol) 4,5-dibromo-2-furoic acid, 0.11 g (0.33 mmol) TBTU and 80 μL (0.45 mmol) DIPEA in 5.0 mL DMF was stirred at RT for 12 h. The reaction mixture was purified by HPLC.

Aufarbeitung

  1. customThe reaction mixture was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-d9c868ede75a4929872b8cfe3d67fe36
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883789B2

Notizen zur Reaktion

Wird geladen…