Cesium carbonate → Trifluoroacetic acid
Reaction equation
Cl[C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]2[N:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[C:5]([C:21]([F:24])([F:23])[F:22])=[CH:4][N:3]=1.[CH3:25][O:26][C:27]1[CH:33]=[C:32]([N:34]2[CH2:39][CH2:38][N:37]([CH3:40])[CH2:36][CH2:35]2)[CH:31]=[CH:30][C:28]=1[NH2:29].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2.[C:83](=[O:86])([O-])[O-:84].[Cs+].[Cs+]>O1CCOCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[C:83]([OH:84])([C:21]([F:24])([F:23])[F:22])=[O:86].[CH3:25][O:26][C:27]1[CH:33]=[C:32]([N:34]2[CH2:35][CH2:36][N:37]([CH3:40])[CH2:38][CH2:39]2)[CH:31]=[CH:30][C:28]=1[NH:29][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]2[N:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[C:5]([C:21]([F:24])([F:23])[F:22])=[CH:4][N:3]=1Participants
8
Reactant 4
Product 2
Reagents, catalysts & solvents 2
Procedure
Method C was applied to the mixture of 2-chloro-N-(2-(pyrimidin-2-yl)phenyl)-5-(trifluoromethyl)pyridin-4-amine (30 mg, 0.086 mmol), 2-methoxy-4-(4-methylpiperazin-1-yl)aniline (31 mg, 0.14 mmol), Pd2(dba)3 (11 mg, 0.012 mmol), xantphos (11 mg, 0.019 mmol) and cesium carbonate (590 mg, 0.18 mmol) in dioxane (3 ml). The bis-TFA salt of the title compound was obtained as a yellow solid.
Sources & evidence
- ORD record
- ord-f7016e5a018045a7a023db887145d3a3
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08501763B2
Reaction notes
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