Dabco → HCID 66699270, compound

HRID 1096048Notes

Reaction equation

HRID 1096048 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH3:25])[C:10]([C:16]1[CH:17]=[C:18]([CH3:24])[C:19](=[O:23])[N:20]([CH3:22])[CH:21]=1)([OH:15])[C:11]([F:14])([F:13])[F:12].[CH3:26][O:27][C:28](=[O:37])[C:29]1[CH:34]=[C:33]([Cl:35])[C:32](Cl)=[N:31][CH:30]=1.N12CCN(CC1)CC2>C(N(CC)CC)C>[CH3:26][O:27][C:28](=[O:37])[C:29]1[CH:34]=[C:33]([Cl:35])[C:32]([O:8][C:6]2[CH:5]=[CH:4][C:3]([CH:9]([CH3:25])[C:10]([C:16]3[CH:17]=[C:18]([CH3:24])[C:19](=[O:23])[N:20]([CH3:22])[CH:21]=3)([OH:15])[C:11]([F:13])([F:14])[F:12])=[C:2]([Cl:1])[CH:7]=2)=[N:31][CH:30]=1

Participants

5

Reactant 3

HCID 9237DabcoHCID 2782166Methyl 5,6-DichloronicotinateHCID 666993015-[2-(2-Chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1,3-dimethyl-1H-pyridin-2-one

Product 1

HCID 66699270HCID 66699270, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In analogy to Example 163, 5-[2-(2-chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1,3-dimethyl-1H-pyridin-2-one (Example 203, step 5) was reacted with methyl-5,6-dichloronicotinate in the presence of triethylamine and 1,4-diazabicyclo[2.2.2]octane to give the title compound as a colorless solid. MS (m/e)=545.2 [M+H+].

Sources & evidence

ORD record
ord-bfbf5aa67ab84db0b22b52cb647d55d6
Source dataset
uspto-grants-2012_03
Patent number
US08138189B2

Reaction notes

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