(1,1'-Biphenyl)-2-ol → N-(3-(2-phenylphenoxy)phenyl)pyrid-3-ylmethylamine

HRID 392413Notes

Reaction equation

HRID 392413 reaction equation
Br[C:2]1[CH:3]=[C:4]([NH:8][CH2:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:5]=[CH:6][CH:7]=1.[C:16]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[OH:28])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[C:16]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[O:28][C:2]2[CH:3]=[C:4]([NH:8][CH2:9][C:10]3[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=3)[CH:5]=[CH:6][CH:7]=2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 7017(1,1'-Biphenyl)-2-olHCID 226638983-Bromo-N-(pyridin-3-ylmethyl)aniline

Product 1

HCID 69881268N-(3-(2-phenylphenoxy)phenyl)pyrid-3-ylmethylamine

Procedure

Using the procedure of Example 342 using N-(3-bromophenyl)pyridin-3-ylmethylamine and 2-phenylphenol (Aldrich) and purifying via preparative HPLC eluting with 90:10 to 80:20 DCM/ethyl acetate gave N-(3-(2-phenylphenoxy)phenyl)pyrid-3-ylmethylamine. Anal Calcd for C24H20N2O.0.2H2O: C, 80.96; H, 5.78; N, 7.87. Found: C, 81.07; H, 5.73; N, 7.63. MS found 353.1 [M+H]+

Workup

  1. custompurifying via preparative HPLC
  2. washeluting with 90:10 to 80:20 DCM/ethyl acetate

Sources & evidence

ORD record
ord-b7574dc8e00f479ba6c5c2eadaa604d4
Source dataset
uspto-grants-2004_10
Patent number
US06800651B2

Reaction notes

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