Ammonium Chloride → 4-(2-Amino-6-phenoxy-quinolin-3-yl)-N-cyclohexyl-N-methyl-4-(tetrahydro-pyran-4-yl)-butyramide

HRID 502866Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 502866
[CH:1]1([N:7]([CH3:39])[C:8](=[O:38])[CH2:9][CH2:10][CH:11]([CH:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)[C:12]([C:30]#[N:31])=[CH:13][C:14]2[CH:19]=[C:18]([O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:17]=[CH:16][C:15]=2[N+:27]([O-])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH4+].[Cl-]>CO.[Zn]>[NH2:31][C:30]1[C:12]([CH:11]([CH:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)[CH2:10][CH2:9][C:8]([N:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH3:39])=[O:38])=[CH:13][C:14]2[C:15](=[CH:16][CH:17]=[C:18]([O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:19]=2)[N:27]=1

Komponenten

5

Edukt 2

HCID 25517Ammonium ChlorideHCID 672693405-Cyano-6-(2-nitro-5-phenoxy-phenyl)-4-(tetrahydro-pyran-4-yl)-hex-5-enoic acid cyclohexyl-methyl-amide

Produkt 1

HCID 574062904-(2-Amino-6-phenoxy-quinolin-3-yl)-N-cyclohexyl-N-methyl-4-(tetrahydro-pyran-4-yl)-butyramide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 5-cyano-6-(2-nitro-5-phenoxy-phenyl)-4-(tetrahydro-pyran-4-yl)-hex-5-enoic acid cyclohexyl-methyl-amide (0.37 g, 0.697 mmol) in methanol was divided evenly into two microwave tubes containing Zn (0.9 g, 13.8 mmol) and NH4Cl (0.1 g, 1.87 mmol). The reaction mixture was subjected to μW at 95° C. for 900 sec. The reaction mixture was filtered through Celite®, and the filtrate was evaporated in vacuo to yield a crude product which was purified on a silica gel column (10% MeOH/dichloromethane) to yield the title compound as a residue.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through Celite®
  2. customthe filtrate was evaporated in vacuo
  3. customto yield a crude product which
  4. customwas purified on a silica gel column (10% MeOH/dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-70ab8d6c3e484fa98b6342397eeaef88
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07776882B2

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