Methyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneacetate → HCID 67119101, compound

HRID 2076681Notes

Reaction equation

HRID 2076681 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([O:8][CH2:9][C:10]2[C:15]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[C:14]([OH:23])[C:13]([C:24]([F:27])([F:26])[F:25])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[CH3:28][C:29]1[CH:30]=[C:31]([CH2:44][C:45]([O:47][CH3:48])=[O:46])[CH:32]=[CH:33][C:34]=1B1OC(C)(C)C(C)(C)O1>>[OH:23][C:14]1[C:13]([C:24]([F:27])([F:26])[F:25])=[CH:12][CH:11]=[C:10]([CH2:9][O:8][C:5]2[CH:6]=[N:7][C:2]([C:34]3[CH:33]=[CH:32][C:31]([CH2:44][C:45]([O:47][CH3:48])=[O:46])=[CH:30][C:29]=3[CH3:28])=[CH:3][CH:4]=2)[C:15]=1[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17]

Participants

3

Reactant 2

HCID 71267115Methyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneacetateHCID 86617426HCID 86617426, compound

Product 1

HCID 67119101HCID 67119101, compoundYield 50%

Procedure

According to a method similar to Example (76-1), from tert-butyl 6-{[(6-chloro-3-pyridinyl)oxy]methyl}-2-hydroxy-3-(trifluoromethyl)benzoate (240 mg, 0.59 mmol) obtained in Example (84-1) and methyl [3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate (224 mg, 0.77 mmol) obtained in Example (84-3), tert-butyl 2-hydroxy-6-{[(6-{4-[(methoxycarbonyl)methyl]-2-methylphenyl}-3-pyridinyl)oxy]methyl}-3-(trifluoromethyl)benzoate was obtained (157 mg, yield: 50%).

Sources & evidence

ORD record
ord-8a52fa4668974e44a50fb9aca699b43b
Source dataset
uspto-grants-2011_04
Patent number
US07923573B2

Reaction notes

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