1,2-Dichloroethane → HCID 131721221, Verbindung

HRID 443231Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 443231
Cl.[CH3:2][O:3][C:4](=[O:19])[C:5]1([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1.[C:20]1([C:26]([C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[N:27]2[CH:31]=[C:30]([CH:32]([CH2:36][C:37]3[CH:42]=[CH:41][C:40]([C:43]#[N:44])=[CH:39][CH:38]=3)[C:33](O)=[O:34])[N:29]=[CH:28]2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C1C=C2C(N(O)N=NC2=CC=1)=O.C(N(CC)CC)C.C(Cl)CCl>CN(C=O)C.CCOC(C)=O>[CH3:2][O:3][C:4](=[O:19])[C:5]1([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])[CH2:6][CH2:7][N:8]([C:33](=[O:34])[CH:32]([C:30]2[N:29]=[CH:28][N:27]([C:26]([C:51]3[CH:52]=[CH:53][CH:54]=[CH:55][CH:56]=3)([C:45]3[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=3)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:31]=2)[CH2:36][C:37]2[CH:38]=[CH:39][C:40]([C:43]#[N:44])=[CH:41][CH:42]=2)[CH2:9][CH2:10]1

Komponenten

8

Edukt 5

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 730263-hydroxy-1,2,3-benzotriazin-4(3H)-oneHCID 21193379HCID 21193379, VerbindungHCID 21193404HCID 21193404, Verbindung

Produkt 1

HCID 131721221HCID 131721221, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a mixture of 4-(2-methylbenzyl)-isonipecotic acid methyl ester hydrochloride (72 mg, 0.25 mmol), and 2-(1-(triphenylmethyl)-1H-imidazol-4-yl}-2-(4-cyanobenzyl)-acetic acid(123 mg, 0.25 mmol), HOOBT (42 mg, 0.25 mmol) and triethylamine (0.088 ml, 0.636 mmol) in DMF (3 ml), was added EDC (54 mg, 0.25 mmol) and the reaction stirred at room temperature for 18 hrs. The reaction was diluted with EtOAc and washed with saturated NaHCO3 solution, the organic extracts were dried (Na2SO4), and the solvent evaporated in vacuo. The residue was purified by chromatography(SiO2, gradient elution, 1-5% MeOH in CH2Cl2) to afford the product.

Aufarbeitung

  1. washwashed with saturated NaHCO3 solution
  2. dry with materialthe organic extracts were dried (Na2SO4)
  3. customthe solvent evaporated in vacuo
  4. customThe residue was purified by chromatography(SiO2, gradient elution, 1-5% MeOH in CH2Cl2)
  5. customto afford the product

Quellen und Nachweise

ORD-Eintrag
ord-1ef8b69ea2b44effa852997e0aefb4fa
Quelldatensatz
uspto-grants-1999_04
Patentnummer
US05891889

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