1,2-Dichloroethane → HCID 10133751, Verbindung

HRID 352331Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 352331
C(N(CC)CC)C.Cl.[CH3:9][O:10][C:11](=[O:18])[C@H:12]([CH2:14][CH:15]([CH3:17])[CH3:16])[NH2:13].[CH:19]1[C:32]2[NH:31][C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[S:24][C:23]=2[CH:22]=[CH:21][C:20]=1[C:33](O)=[O:34].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>CN(C=O)C>[CH3:16][CH:15]([CH3:17])[CH2:14][C@H:12]([NH:13][C:33]([C:20]1[CH:21]=[CH:22][C:23]2[S:24][C:25]3[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=3)[NH:31][C:32]=2[CH:19]=1)=[O:34])[C:11]([O:10][CH3:9])=[O:18]

Komponenten

7

Edukt 5

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 2723695Leucine methyl ester hydrochlorideHCID 2271159310H-Phenothiazine-2-carboxylic acid

Produkt 1

HCID 10133751HCID 10133751, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4.6 ml (33 mmoles) of triethylamine is added to a solution of 1.82 g (10 mmoles) of L-Leucine methyl ester hydrochloride, 2.43 g (10 mmoles) of 10H-phenothiazine-2-carboxylic acid (J. Med. Chem.(1998) 41 (2), 148-156), 1.48 g (11 mmoles) of HOBT and 4.21 g (22 mmoles) of EDC in 30 ml of anhydrous DMF. The reaction mixture is stirred for 15 hours. After evaporation of the solvent under vacuum, the residue is divided between 100 ml of AcOEt and 50 ml of a 1M solution of HCl. The organic phase is decanted and washed successively with 50 ml of H2O, 50 ml of a saturated solution of NaHCO3 and 50 ml of salt water. The organic solution is dried over magnesium sulphate, filtered and concentrated to dryness under vacuum. The evaporation residue is taken up in Et2O and filtered. Yellow powder (71%). Melting point: 160.5-161° C.

Aufarbeitung

  1. customAfter evaporation of the solvent under vacuum
  2. customThe organic phase is decanted
  3. washwashed successively with 50 ml of H2O, 50 ml of a saturated solution of NaHCO3 and 50 ml of salt water
  4. dry with materialThe organic solution is dried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated to dryness under vacuum
  7. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-f86127e176fd40988b0116cb87a53115
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06747024B1

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