Diethylamine → {4-[2-(Imidazol-2-yl)ethynyl]-2-phenylbenzoyl}-methionine methyl ester

HRID 325228Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 325228
[CH3:1][O:2][C:3](=[O:26])[C@H:4]([CH2:22][CH2:23][S:24][CH3:25])[NH:5][C:6](=[O:21])[C:7]1[CH:12]=[CH:11][C:10]([C:13]#[CH:14])=[CH:9][C:8]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Br[C:28]1[N:29]=[CH:30][NH:31][CH:32]=1.C(NCC)C>C1(C)C=CC=CC=1.C([O-])(=O)C.C([O-])(=O)C.[Pd+2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cu]I>[CH3:1][O:2][C:3](=[O:26])[C@H:4]([CH2:22][CH2:23][S:24][CH3:25])[NH:5][C:6](=[O:21])[C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][C:30]2[NH:29][CH:28]=[CH:32][N:31]=2)=[CH:9][C:8]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

7

Edukt 3

HCID 8021DiethylamineHCID 54338681(4-Ethynyl-2-phenylbenzoyl)methionine methyl esterHCID 178418934HCID 178418934, Verbindung

Produkt 1

HCID 69930468{4-[2-(Imidazol-2-yl)ethynyl]-2-phenylbenzoyl}-methionine methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 84538Palladium(2+) acetate--triphenylphosphane (1/2/2)KatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

The resultant product from Example 47A (5 mmol) is mixed with 4-bromoimidazole (5 mmol), diethylamine (1 mL), bis(triphenylphosphine) palladium diacetate (0.1 mmol) and copper(I) iodide (0.1 mmol) in toluene. The mixture is stied at 25° C. until TLC analysis indicates the reaction is complete. The reaction mixture is concentrated in vacuo, and the residue is purified with column chromatography on silica gel to give the title product.

Aufarbeitung

  1. customis stied at 25° C. until TLC analysis
  2. concentrationThe reaction mixture is concentrated in vacuo
  3. customthe residue is purified with column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-5ea27226ef3a42f78a7d8d7d2e59401e
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06221865B1

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