4-(Trifluoromethyl)phenyl isocyanate → 1-[3-(7-Pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazol-6-yl)-phenyl]-3-(4-trifluoromethyl-phenyl)-urea

HRID 38074

Reaktionsgleichung

Reaktionsgleichung von HRID 38074
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:8]([C:15]3[CH:16]=[C:17]([NH2:21])[CH:18]=[CH:19][CH:20]=3)=[N:9][N:10]3[CH2:14][CH2:13][S:12][C:11]=23)=[CH:3][CH:2]=1.[F:22][C:23]([F:34])([F:33])[C:24]1[CH:29]=[CH:28][C:27]([N:30]=[C:31]=[O:32])=[CH:26][CH:25]=1>C(Cl)Cl>[N:1]1[CH:2]=[CH:3][C:4]([C:7]2[C:8]([C:15]3[CH:16]=[C:17]([NH:21][C:31]([NH:30][C:27]4[CH:26]=[CH:25][C:24]([C:23]([F:22])([F:33])[F:34])=[CH:29][CH:28]=4)=[O:32])[CH:18]=[CH:19][CH:20]=3)=[N:9][N:10]3[CH2:14][CH2:13][S:12][C:11]=23)=[CH:5][CH:6]=1

Komponenten

4

Edukt 2

HCID 737684-(Trifluoromethyl)phenyl isocyanateHCID 469291833-(7-Pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazol-6-yl)-phenylamine

Produkt 1

HCID 467018391-[3-(7-Pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazol-6-yl)-phenyl]-3-(4-trifluoromethyl-phenyl)-ureaAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3-(7-Pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazol-6-yl)-phenylamine (52 mg, 0.177 mmol) was dissolved in dry DCM under nitrogen atmosphere. p-trifluoromethyl-phenylisocyanate (0.030 mL, 0.212 mmol, 1.2 eq) was added and the mixture was stirred at room temperature for 1 hour and then concentrated under reduced pressure. The crude product was purified by silica gel chromatography (eluant: DCM/MeOH 96:4) to give 73 mg (86%) of 1-[3-(7-pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazol-6-yl)-phenyl]-3-(4-trifluoromethyl-phenyl)-urea as white powder.

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. customThe crude product was purified by silica gel chromatography (eluant: DCM/MeOH 96:4)

Quellen und Nachweise

ORD-Eintrag
ord-0e65754bd1f1454ba2cce71666e44790
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524707B2

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