1-(3-Chloromethyl-4-methyl-pyridin-2-ylmethyl)-3-trifluoromethyl-1H-pyridin-2-one → 1-(4-Methyl-3-{2-methyl-4-[4-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazol-3-yl]-quinolin-8-yloxymethyl}-pyridin-2-ylmethyl)-3-trifluoromethyl-1H-pyridin-2-one
Reaction equation
[CH3:1][C:2]1[CH:11]=[C:10]([C:12]2[C:16]([CH3:17])=[CH:15][N:14]([CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][O:19]3)[N:13]=2)[C:9]2[C:4](=[C:5]([OH:24])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.Cl[CH2:26][C:27]1[C:28]([CH2:34][N:35]2[CH:40]=[CH:39][CH:38]=[C:37]([C:41]([F:44])([F:43])[F:42])[C:36]2=[O:45])=[N:29][CH:30]=[CH:31][C:32]=1[CH3:33].ClC1C=NC=C(Cl)C=1COC1C=CC=C2C=1N=C(C)C=C2N1C=CN=C1>>[CH3:33][C:32]1[CH:31]=[CH:30][N:29]=[C:28]([CH2:34][N:35]2[CH:40]=[CH:39][CH:38]=[C:37]([C:41]([F:44])([F:43])[F:42])[C:36]2=[O:45])[C:27]=1[CH2:26][O:24][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:4]=1[N:3]=[C:2]([CH3:1])[CH:11]=[C:10]2[C:12]1[C:16]([CH3:17])=[CH:15][N:14]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][O:19]2)[N:13]=1Participants
4
Reactant 3
Product 1
Procedure
2-Methyl-4-[4-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazol-3-yl]-quinolin-8-ol and 1-(3-chloromethyl-4-methyl-pyridin-2-ylmethyl)-3-trifluoromethyl-1H-pyridin-2-one were coupled according to the procedure described for the synthesis of 8-(3,5-dichloro-pyridin-4-ylmethoxy)-4-imidazol-1-yl-2-methyl-quinoline to give the title compound which was used in the next step without purification.
Sources & evidence
- ORD record
- ord-770fbb15dc664d88a8a2ee673f419cba
- Source dataset
- uspto-grants-2013_04
- Patent number
- US08410134B2
Reaction notes
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