Triethylamine → HCID 15296375, Verbindung

HRID 2399701Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2399701
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH:17]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:18](O)=[O:19])[CH2:11][CH2:10]1.C(N(CC)CC)C.O=C1N(N(N2CCOC2=O)P(Cl)(Cl)=O)CCO1.[C:51]([C:53]1([NH2:59])[CH2:58][CH2:57][CH2:56][CH2:55][CH2:54]1)#[CH:52]>C(Cl)Cl>[C:51]([C:53]1([NH:59][C:18](=[O:19])[CH:17]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:16][CH2:15][N:12]2[CH2:13][CH2:14][N:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[O:2][CH3:1])[CH2:10][CH2:11]2)[CH2:58][CH2:57][CH2:56][CH2:55][CH2:54]1)#[CH:52]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 1216911-EthynylcyclohexylamineHCID 98634284-[4-(2-Methoxyphenyl)piperazin-1-yl]-2-phenylbutanoic acidHCID 19975454N,N-bis(2-oxo-3oxazolidinyl)phosphoramidic chloride

Produkt 1

HCID 15296375HCID 15296375, VerbindungAusbeute 31,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 4-[4-(2-methoxyphenyl)piperazin-1-yl]-2-phenylbutanoic acid (1.772 g, 5 mmole), triethylamine (1.518 g, 15 mmole), and N,N-bis(2-oxo-3-oxazolidinyl)phosphoramidic chloride (1.527 g, 6 mmole) was stirred in methylene chloride (80 mL) under exclusion of moisture at ambient temperature for 30 minutes, after which 1-ethynylcyclohexylamine (0.668 g, 6 mmole) was added at once at 0° C. The reaction mixture was stirred at room temperature overnight, washed with water (2×100 mL), dried over magnesium sulfate, filtered, and evaporated to dryness in vacuo. Chromatography on silica gel with methanol/chloroform as eluant, followed by trituration from diethyl ether/hexane gave 0.72 g of the title compound as the 0.12 methylene chloride solvate, m.p. 127°-9° C.

Aufarbeitung

  1. washwashed with water (2×100 mL)
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated to dryness in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-60c6e1ec93c1479b93785bebe70e946e
Quelldatensatz
uspto-grants-1995_09
Patentnummer
US05451584

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