Pyridine → N-(3-Methylisoquinolin-5-yl)-N'-[(1-(5-trifluoromethyl-2-pyridyl)azetidin-3-yl)]urea

HRID 2109517Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2109517
[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[C:5]([CH3:12])[N:6]=[CH:7]2.N1C=CC=CC=1.Cl[C:20](OC1C=CC=CC=1)=[O:21].C(N(CC)CC)C.[F:36][C:37]([F:50])([F:49])[C:38]1[CH:39]=[CH:40][C:41]([N:44]2[CH2:47][CH:46]([NH2:48])[CH2:45]2)=[N:42][CH:43]=1>ClCCl>[CH3:12][C:5]1[N:6]=[CH:7][C:8]2[C:3]([CH:4]=1)=[C:2]([NH:1][C:20]([NH:48][CH:46]1[CH2:45][N:44]([C:41]3[CH:40]=[CH:39][C:38]([C:37]([F:36])([F:49])[F:50])=[CH:43][N:42]=3)[CH2:47]1)=[O:21])[CH:11]=[CH:10][CH:9]=2

Komponenten

7

Edukt 5

HCID 1049PyridineHCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 100820621-(5-Trifluoromethylpyridin-2-yl)azetidin-3-ylamineHCID 122120553-Methylisoquinolin-5-amine

Produkt 1

HCID 10386309N-(3-Methylisoquinolin-5-yl)-N'-[(1-(5-trifluoromethyl-2-pyridyl)azetidin-3-yl)]ureaAusbeute 69,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

D4 (73 mg, 0.46 mmol) in dry dichloromethane (5 ml) was treated with pyridine (45 ul, 0.55 mmol) and phenyl chloroformate (69 ul, 0.55 mmol). After 1 h triethylamine (128 ul, 0.92 mmol) was added, followed by D7 (100 mg, 0.46 mmol). The reaction mixture was then stirred overnight at ambient temperature. The precipitate was separated by centrifugation, washed with dichloromethane then diethyl ether and then dried to give the title compound as a yellow solid (129 mg). MH+ 402.

Aufarbeitung

  1. customThe precipitate was separated by centrifugation
  2. washwashed with dichloromethane
  3. dry with materialdiethyl ether and then dried

Quellen und Nachweise

ORD-Eintrag
ord-f1f0e42d2a9f42ee919a336bfdb1544e
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07514562B2

Notizen zur Reaktion

Wird geladen…