2-Chloro-6-methylaniline → 2-(6-bromo-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-formamide

HRID 515257Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 515257
[Br:1][C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH:9][C:10]2[S:11][C:12]([C:15]([OH:17])=O)=[CH:13][N:14]=2)[CH:3]=1.[Cl:18][C:19]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[C:20]=1[NH2:21].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>O.CN(C=O)C>[Br:1][C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH:9][C:10]2[S:11][C:12]([C:15]([NH:21][C:20]3[C:22]([CH3:26])=[CH:23][CH:24]=[CH:25][C:19]=3[Cl:18])=[O:17])=[CH:13][N:14]=2)[CH:3]=1

Komponenten

7

Edukt 4

HCID 68972-Chloro-6-methylaniline2×HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 498218842-(6-Bromo-2-methylpyrimidin-4-ylamino)thiazole-5-formic acid2×

Produkt 1

HCID 866764302-(6-bromo-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-formamideAusbeute 71,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2-(6-bromo-2-methylpyrimidin-4-ylamino)thiazole-5-formic acid (Compound 12) (31.5 g, 0.1 mol), DMF (630 mL) and 2-chloro-6-methylaniline (Compound 8) (17.0 g, 0.12 mol) were mixed in a reaction flask, and then HATU (45.6 g, 0.2 mol) and triethylamine (25.3 g, 0.25 mol) was added when controlling the temperature at 20° C. Then the mixture reacted by stirring at room temperature overnight. After that water (3150 mL) was added and stirred for 30 min and then filtrated. The cake was dried to give target Compound 14 (31.2 g, yield: 71.1%).

Aufarbeitung

  1. customat 20° C
  2. customThen the mixture reacted
  3. stirringstirred for 30 min
  4. filtrationfiltrated
  5. customThe cake was dried

Quellen und Nachweise

ORD-Eintrag
ord-9313a04956d04866ad8bb5169078f8f7
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09108954B2

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