Heptane → 2-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethoxy}-isonicotinic acid methyl ester

HRID 417088Notes

Reaction equation

HRID 417088 reaction equation
Br[CH2:2][CH:3]([N:10]1[C:14]2[CH:15]=[C:16]([F:20])[C:17]([F:19])=[CH:18][C:13]=2[N:12]=[C:11]1[C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)[CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.[OH:28][C:29]1[CH:34]=[C:33]([C:35]([O:37][CH3:38])=[O:36])[CH:32]=[CH:31][N:30]=1.CCCCCCC>C(OCC)(=O)C>[CH3:38][O:37][C:35](=[O:36])[C:33]1[CH:32]=[CH:31][N:30]=[C:29]([O:28][CH2:2][CH:3]([N:10]2[C:14]3[CH:15]=[C:16]([F:20])[C:17]([F:19])=[CH:18][C:13]=3[N:12]=[C:11]2[C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)[CH:4]2[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]2)[CH:34]=1

Participants

5

Reactant 3

HCID 8900HeptaneHCID 666193191-(2-bromo-1-cyclohexyl-ethyl)-2-(4-chloro-phenyl)-5,6-difluoro-1H-benzoimidazoleHCID 178498433HCID 178498433, compound

Product 1

HCID 666192432-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethoxy}-isonicotinic acid methyl ester

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared in analogy to Example 35 from 1-(2-bromo-1-cyclohexyl-ethyl)-2-(4-chloro-phenyl)-5,6-difluoro-1H-benzoimidazole (Ex. 34, int.) and methyl 2-hydroxypyridine-4-carboxylate after a reaction time of 4 days at room temperature and using a gradient of n-heptane:ethyl acetate of 100:0 to 70:30. Light yellow solid (19%). MS: (Turbo Spray): m/z=526.2 [M+H].

Sources & evidence

ORD record
ord-735ffc4b8e3f4938971d0a76c6a5af43
Source dataset
uspto-grants-2012_01
Patent number
US08088930B2

Reaction notes

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