Diisopropylethylamine → 1-{1-[6-(4-Methyl-2-oxo-2,3-dihydro-benzoxazol-6-yloxy)-pyrimidin-4-yl]-piperidin-4-yl}-1,3-dihydro-imidazo[4,5-b]pyridin-2-one

HRID 1846521Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1846521
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[C:15]3[C:10](=[N:11][CH:12]=[CH:13][CH:14]=3)[NH:9][C:8]2=[O:16])[CH2:3][CH2:2]1.Cl[C:18]1[N:23]=[CH:22][N:21]=[C:20]([O:24][C:25]2[CH:34]=[C:33]([CH3:35])[C:28]3[NH:29][C:30](=[O:32])[O:31][C:27]=3[CH:26]=2)[CH:19]=1.CCN(C(C)C)C(C)C>CN(C=O)C>[CH3:35][C:33]1[C:28]2[NH:29][C:30](=[O:32])[O:31][C:27]=2[CH:26]=[C:25]([O:24][C:20]2[N:21]=[CH:22][N:23]=[C:18]([N:1]3[CH2:2][CH2:3][CH:4]([N:7]4[C:15]5[C:10](=[N:11][CH:12]=[CH:13][CH:14]=5)[NH:9][C:8]4=[O:16])[CH2:5][CH2:6]3)[CH:19]=2)[CH:34]=1

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 22293182Bms-9730132×HCID 866638916-(6-chloro-pyrimidin-4-yloxy)-4-methyl-3H-benzoxazol-2-one

Produkt 1

HCID 462441451-{1-[6-(4-Methyl-2-oxo-2,3-dihydro-benzoxazol-6-yloxy)-pyrimidin-4-yl]-piperidin-4-yl}-1,3-dihydro-imidazo[4,5-b]pyridin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

40 mg (0.18 mmol) 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one, 50 mg (0.18 mmol) 6-(6-chloro-pyrimidin-4-yloxy)-4-methyl-3H-benzoxazol-2-one and 0.10 mL (0.58 mmol) DIPEA were combined in 1.8 mL DMF and stirred for 1 h at RT. Then another 40 mg (0.18 mmol) 1-piperidin-4-yl-1,3-dihydroimidazo-[4,5-b]pyridin-2-one were added and the mixture was stirred overnight. The reaction mixture was purified by preparative HPLC-MS. The product-containing fractions were combined, the acetonitrile was evaporated down, the precipitate was suction filtered and dried i. vac.

Aufarbeitung

  1. stirringthe mixture was stirred overnight
  2. customThe reaction mixture was purified by preparative HPLC-MS
  3. customthe acetonitrile was evaporated down
  4. filtrationfiltered
  5. customdried i

Quellen und Nachweise

ORD-Eintrag
ord-8811d415373e47b484a00da2efad2aba
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08952014B2

Notizen zur Reaktion

Wird geladen…