Isopropylamine → HCID 57329859, Verbindung

HRID 2365240Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2365240
[CH3:1][C:2]1[N:3]=[C:4](/[CH:10]=[CH:11]/[C:12]2[N:13]([CH3:23])[N:14]=[N:15][C:16]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[S:5][C:6]=1[C:7]([OH:9])=O.CN(C(O[N:32]1N=N[C:34]2C=CC=[CH:38][C:33]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.C(N)(C)C>CN(C=O)C>[CH:33]([NH:32][C:7]([C:6]1[S:5][C:4](/[CH:10]=[CH:11]/[C:12]2[N:13]([CH3:23])[N:14]=[N:15][C:16]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[N:3][C:2]=1[CH3:1])=[O:9])([CH3:38])[CH3:34]

Komponenten

6

Edukt 4

HCID 6363IsopropylamineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 67496730HCID 67496730, Verbindung

Produkt 1

HCID 57329859HCID 57329859, VerbindungAusbeute 57,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 4-methyl-2-[(E)-2-(3-methyl-5-pyridin-2-yl-3H-[1,2,3]triazol-4-yl)-vinyl]-thiazole-5-carboxylic acid (56 mg, 0.17 mmol) and TBTU (60 mg, 0.19 mmol) in DMF (0.9 mL) was added DIPEA (146 μL, 0.86 mmol). Then isopropylamine (16 μL, 0.24 mmol) was added and the mixture was stirred at room temperature under Ar for 1 h. The mixture was then evaporated and purification by chromatography (silica, 1 to 10% methanol in dichloromethane) afforded the title compound (36 mg, 57%) as a light yellow solid after recrystallisation from methanol-water. MS: m/e=369.2 [M+H]+.

Aufarbeitung

  1. customThe mixture was then evaporated
  2. custompurification by chromatography (silica, 1 to 10% methanol in dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-991cf631ab694b59aa7a81a4d3153f2f
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08697696B2

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