3-Pyridinylboronic acid → HCID 24970356, compound

HRID 1035612Notes

Reaction equation

HRID 1035612 reaction equation
Br[C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[CH:13]=3)=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[OH:19].B(O)(O)[C:21]1[CH:26]=[CH:25][CH:24]=[N:23][CH:22]=1>>[OH:18][C:14]1[CH:13]=[C:12]([C:8]2[CH:7]=[C:6]3[C:11](=[CH:10][CH:9]=2)[C:2]([C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)=[C:3]([OH:19])[CH:4]=[CH:5]3)[CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 24950391HCID 24950391, compound

Product 1

HCID 24970356HCID 24970356, compoundYield 59%

Procedure

The compound is prepared by the reaction of 1-bromo-6-(3-hydroxyphenyl)-naphthalene-2-ol (100 mg, 0.32 mmol, 1 eq) with 3-pyridineboric acid (39 mg, 0.32 mmol, 1 eq) according to method A in 21 h. Purification by column chromatography with hexane/ethyl acetate 7/3 yields the desired compound in a yield of 59%, 59 mg.

Workup

  1. customPurification by column chromatography with hexane/ethyl acetate 7/3

Sources & evidence

ORD record
ord-dc356d4c069746109159ec09eae3714f
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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