Dabco → HCID 72310567, compound

HRID 1096036Notes

Reaction equation

HRID 1096036 reaction equation
[Cl:1][C:2]1[C:3](=[O:25])[N:4]([CH3:24])[CH:5]=[C:6]([C:8]([OH:23])([C:19]([F:22])([F:21])[F:20])[CH:9]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:12]=2[Cl:18])[CH3:10])[CH:7]=1.[CH3:26][O:27][C:28](=[O:40])[C:29]1[C:34]([C:35]([F:38])([F:37])[F:36])=[CH:33][C:32](Cl)=[N:31][CH:30]=1.N12CCN(CC1)CC2>C(N(CC)CC)C>[CH3:26][O:27][C:28](=[O:40])[C:29]1[C:34]([C:35]([F:36])([F:37])[F:38])=[CH:33][C:32]([O:17][C:14]2[CH:15]=[CH:16][C:11]([CH:9]([CH3:10])[C:8]([C:6]3[CH:7]=[C:2]([Cl:1])[C:3](=[O:25])[N:4]([CH3:24])[CH:5]=3)([OH:23])[C:19]([F:21])([F:22])[F:20])=[C:12]([Cl:18])[CH:13]=2)=[N:31][CH:30]=1

Participants

5

Reactant 3

HCID 9237DabcoHCID 2775340Methyl 6-chloro-4-(trifluoromethyl)nicotinateHCID 66699206HCID 66699206, compound

Product 1

HCID 72310567HCID 72310567, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In analogy to Example 163, 3-chloro-5-[2-(2-chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1-methyl-1H-pyridin-2-one (Example 221, step 5) was reacted with methyl-6-chloro-4-(trifluoromethyl)-nicotinate in the presence of triethylamine and 1,4-diazabicyclo[2.2.2]octane to give the title compound as an off-white solid. MS (m/e)=599.1 [M+H+].

Sources & evidence

ORD record
ord-3a23fb98cbab48e3beb4d407eee858e2
Source dataset
uspto-grants-2012_03
Patent number
US08138189B2

Reaction notes

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