1-Hydroxybenzotriazole → 2-[3-(4-chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[1-(3,5-dichlorophenyl)-1-methylethyl]acetamide

HRID 660919Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 660919
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH:13]3[CH2:15][CH2:14]3)[C:11](=[O:16])[N:10]([CH2:17][C:18](O)=[O:19])[N:9]=2)=[CH:4][CH:3]=1.[Cl:21][C:22]1[CH:23]=[C:24]([C:29]([NH2:32])([CH3:31])[CH3:30])[CH:25]=[C:26]([Cl:28])[CH:27]=1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH:13]3[CH2:14][CH2:15]3)[C:11](=[O:16])[N:10]([CH2:17][C:18]([NH:32][C:29]([C:24]3[CH:25]=[C:26]([Cl:28])[CH:27]=[C:22]([Cl:21])[CH:23]=3)([CH3:30])[CH3:31])=[O:19])[N:9]=2)=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 111950522-(3,5-Dichlorophenyl)propan-2-amineHCID 42632357[3-(4-chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid

Produkt 1

HCID 580119402-[3-(4-chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[1-(3,5-dichlorophenyl)-1-methylethyl]acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

70.0 mg (0.238 mmol) of [3-(4-chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetic acid from Example 88A and 48.6 mg (0.238 mmol) of 2-(3,5-dichlorophenyl)propan-2-amine are placed in 2 ml of dimethylformamide and treated with 38.6 mg (0.286 mmol) of HOBt. After 10 mins' stirring, 59.4 mg (0.310 mmol) of EDC hydrochloride are added and the mixture is stirred overnight at room temperature. Without further workup, the mixture is purified directly by preparative HPLC [Method 10]. 70 mg (61% of theory) of the target compound are thus obtained.

Aufarbeitung

  1. stirringthe mixture is stirred overnight at room temperature
  2. customWithout further workup, the mixture is purified directly by preparative HPLC [Method 10]
  3. custom70 mg (61% of theory) of the target compound are thus obtained

Quellen und Nachweise

ORD-Eintrag
ord-fc2efef9852b4f58bc0fe7bee09727bf
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084481B2

Notizen zur Reaktion

Wird geladen…