4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 86617432, compound

HRID 2076688Notes

Reaction equation

HRID 2076688 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[C:4]([C:13]([N:15]([CH3:17])[CH3:16])=[O:14])[CH:3]=1.CC1(C)C(C)(C)OB([C:26]2[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=2)O1>>[CH3:16][N:15]([CH3:17])[C:13]([C:4]1[CH:3]=[C:2]([C:26]2[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=2)[CH:7]=[CH:6][C:5]=1[CH2:8][C:9]([O:11][CH3:12])=[O:10])=[O:14]

Participants

3

Reactant 2

HCID 27346244-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 86617433HCID 86617433, compound

Product 1

HCID 86617432HCID 86617432, compoundYield 77%

Procedure

According to a method similar to Example (26-3) and Example (68), from methyl {4-bromo-2-[(dimethylamino)carbonyl]phenyl}acetate (102 mg, 0.340 mmol) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (90 mg, 0.408 mol), methyl {3-[(dimethylamino)carbonyl]-4′-hydroxy-1,1′-biphenyl-4-yl}acetate was obtained (82 mg, two-step total yield: 77%).

Sources & evidence

ORD record
ord-39b21875f1a641938430d493c7cdc077
Source dataset
uspto-grants-2011_04
Patent number
US07923573B2

Reaction notes

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