Diisopropylethylamine → Methyl 2-({[4-(2-{ethyl[4-(trifluoromethyl)benzyl]amino}-2-oxoethyl)phenyl]thio}methyl)benzoate

HRID 899896Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 899896
[CH2:1]([NH:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1)[CH3:2].[CH3:15][O:16][C:17]([C:19]1[CH:36]=[CH:35][CH:34]=[CH:33][C:20]=1[CH2:21][S:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C:30](O)=[O:31])=[CH:25][CH:24]=1)=[O:18].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C.CCOC(C)=O>[CH2:1]([N:3]([CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:12])([F:13])[F:14])=[CH:7][CH:6]=1)[C:30](=[O:31])[CH2:29][C:26]1[CH:25]=[CH:24][C:23]([S:22][CH2:21][C:20]2[CH:33]=[CH:34][CH:35]=[CH:36][C:19]=2[C:17]([O:16][CH3:15])=[O:18])=[CH:28][CH:27]=1)[CH3:2]

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 485421Benzenemethanamine, N-ethyl-4-(trifluoromethyl)-HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 69120445(4-{[2-(Methoxycarbonyl)benzyl]thio}phenyl)acetic acid

Produkt 1

HCID 69120484Methyl 2-({[4-(2-{ethyl[4-(trifluoromethyl)benzyl]amino}-2-oxoethyl)phenyl]thio}methyl)benzoateAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Ethyl[4-(trifluoromethyl)benzyl]amine (284 mg, 1.40 mmol) and (4-{[2-(methoxycarbonyl)benzyl]thio}phenyl)acetic acid (443 mg, 1.40 mmol, See Example 2 b) were mixed in DMF (15 ml). TBTU (472 mg, 1.47 mmol) was added and then DIPEA (190 mg, 1.47 mmol) was added. The mixture was stirred at room temperature for 1 hour. EtOAc (20 ml) was added. The mixture was then washed with sodium hydrogencarbonate aqueous solution (sat.), 1% HCl, water (×2) and brine, dried with magnesium sulphate and evaporated. The title compound (663 mg) was left, yield 94%.

Aufarbeitung

  1. washThe mixture was then washed with sodium hydrogencarbonate aqueous solution (sat.), 1% HCl, water (×2) and brine
  2. dry with materialdried with magnesium sulphate
  3. customevaporated
  4. waitThe title compound (663 mg) was left

Quellen und Nachweise

ORD-Eintrag
ord-867a7178aa9d4b2c8c1dc4f4f07f35dc
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07355069B2

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