2-(Trifluoromethyl)aniline → HCID 68973195, Verbindung

HRID 749049Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 749049
CN1CCOCC1.[F:8][C:9]([F:18])([F:17])[C:10]1[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=1[NH2:12].[O:19]=[C:20]1[CH2:37][CH2:36][C@@:35]2([CH3:38])[C:22]([CH2:23][CH2:24][C@@H:25]3[C@@H:34]2[CH2:33][CH2:32][C@@:30]2([CH3:31])[C@H:26]3[CH2:27][CH2:28][C@@H:29]2[C:39](Cl)=[O:40])=[CH:21]1>C(Cl)Cl>[O:19]=[C:20]1[CH2:37][CH2:36][C@@:35]2([CH3:38])[C:22]([CH2:23][CH2:24][C@@H:25]3[C@@H:34]2[CH2:33][CH2:32][C@@:30]2([CH3:31])[C@H:26]3[CH2:27][CH2:28][C@@H:29]2[C:39]([NH:12][C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[C:9]([F:17])([F:18])[F:8])=[O:40])=[CH:21]1

Komponenten

5

Edukt 3

HCID 69222-(Trifluoromethyl)anilineHCID 79724-MethylmorpholineHCID 117273863-Oxoandrost-4-ene-17beta-carbonyl chloride

Produkt 1

HCID 68973195HCID 68973195, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of N-methylmorpholine (0.28 g, 2.8 mmol) and 2-(trifluoromethyl)aniline (0.5 g, 3.1 mmol) in anhydrous CH2Cl2 (3.0 mL) at 0° C. under a nitrogen atmosphere was added a solution of 3-oxoandrost-4-ene-17β-carbonyl chloride from Step A (2.56 mmol) in anhydrous CH2Cl2 (8.1 mL) dropwise. The ice bath was removed and the mixture stirred at room temperature overnight. The reaction was then concentrated and the residue was purified by flash chromatography on silica gel eluting with 0 to 50% EtOAc-hexanes to afford the desired product as a white solid.

Aufarbeitung

  1. customThe ice bath was removed
  2. concentrationThe reaction was then concentrated
  3. customthe residue was purified by flash chromatography on silica gel eluting with 0 to 50% EtOAc-hexanes

Quellen und Nachweise

ORD-Eintrag
ord-ac4f7277ab204c88874899af40acec3c
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07402577B2

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