Acetic Acid → HCID 59264607, Verbindung

HRID 573481Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 573481
[CH3:1][C:2]([N:9]1[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]1)([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].Cl.[F:17][C:18]([F:35])([F:34])[O:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:31]=[CH:30][C:29]([CH2:32][NH2:33])=[CH:28][CH:27]=2)=[CH:22][CH:21]=1.C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)([O-])[O-].[Na+].[Na+]>ClCCCl>[CH3:1][C:2]([N:9]1[CH2:14][CH2:13][CH:12]([NH:33][CH2:32][C:29]2[CH:30]=[CH:31][C:26]([C:23]3[CH:24]=[CH:25][C:20]([O:19][C:18]([F:17])([F:34])[F:35])=[CH:21][CH:22]=3)=[CH:27][CH:28]=2)[CH2:11][CH2:10]1)([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Komponenten

7

Edukt 5

HCID 176Acetic AcidHCID 10340Sodium CarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 229284574-(4-trifluoromethoxyphenyl)benzylamine HydrochlorideHCID 59264612Ethyl 2-methyl-2-(4-oxo-1-piperidinyl)propanoate

Produkt 1

HCID 59264607HCID 59264607, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

A mixture of ethyl 2-methyl-2-(4-oxo-1-piperidinyl)propanoate (Int. A4) (1.09 g, 1.2 equiv), ({4′-[(trifluoromethyl)oxy]-4-biphenylyl}methyl)amine hydrochloride (Int. A2) (1.28 g, 1.0 equiv), DCE (21 ml) and acetic acid (0.27 ml, 1.1 equiv) was stirred at room temperature under nitrogen. Sodium triacetoxyborohydride (1.42 g, 1.5 equiv) was added and stirring contined for 3 hours. Aqueous sodium carbonate (2M solution, excess) was added and stirred for 45 min, then the mixture was partitioned with a mixture of diethyl ether/THF and water. The organic extracts were backwashed with water and brine, and dried over sodium sulfate and evaporated in vacuo. The desired product was obtained as a light yellow solid (2.14 g) which was used without further purification.

Aufarbeitung

  1. stirringstirring
  2. stirringstirred for 45 min
  3. customthe mixture was partitioned with a mixture of diethyl ether/THF and water
  4. dry with materialdried over sodium sulfate
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-6a249da4753145f6ade8ada9c016e1d3
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09029383B2

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