6-(2-amino-5-(piperidin-1-yl)phenyl)-N-(3-(trifluoromethyl)benzyl)-pyrimidin-4-amine → 1-(2-(2-Amino-5-(piperidin-1-yl)phenyl)pyridin-4-yl)-3-phenylpropan-1-ol

HRID 1408002Notes

Reaction equation

HRID 1408002 reaction equation
[N+](C1C=CC(N2CCCCC2)=CC=1C1N=CN=C(NCC2C=CC=C(C(F)(F)F)C=2)C=1)([O-])=O.NC1C=CC(N2CCCCC2)=CC=1C1N=CN=C(NCC2C=CC=C(C(F)(F)F)C=2)C=1.[NH2:65][C:66]1[CH:71]=[CH:70][C:69]([N:72]2[CH2:77][CH2:76][CH2:75][CH2:74][CH2:73]2)=[CH:68][C:67]=1[C:78]1[CH:83]=[C:82]([C:84](=[O:93])[CH2:85][CH2:86][C:87]2[CH:92]=[CH:91][CH:90]=[CH:89][CH:88]=2)[CH:81]=[CH:80][N:79]=1>>[NH2:65][C:66]1[CH:71]=[CH:70][C:69]([N:72]2[CH2:77][CH2:76][CH2:75][CH2:74][CH2:73]2)=[CH:68][C:67]=1[C:78]1[CH:83]=[C:82]([CH:84]([OH:93])[CH2:85][CH2:86][C:87]2[CH:88]=[CH:89][CH:90]=[CH:91][CH:92]=2)[CH:81]=[CH:80][N:79]=1

Participants

4

Reactant 3

HCID 665867546-(2-amino-5-(piperidin-1-yl)phenyl)-N-(3-(trifluoromethyl)benzyl)-pyrimidin-4-amineHCID 665868256-(2-nitro-5-(piperidin-1-yl)phenyl)-N-(3-(trifluoromethyl)benzyl)-pyrimidin-4-amineHCID 675182791-(2-(2-Amino-5-(piperidin-1-yl)phenyl)pyridin-4-yl)-3-phenylpropan-1-one

Product 1

HCID 867059371-(2-(2-Amino-5-(piperidin-1-yl)phenyl)pyridin-4-yl)-3-phenylpropan-1-ol

Procedure

This mixture was prepared using the procedure described for the conversion of 6-(2-nitro-5-(piperidin-1-yl)phenyl)-N-(3-(trifluoromethyl)benzyl)pyrimidin-4-amine 3.1c to 6-(2-amino-5-(piperidin-1-yl)phenyl)-N-(3-(trifluoromethyl)benzyl)pyrimidin-4-amine 3.1d. After chromatography on silica gel, mg of a mixture of starting material, 1-(2-(2-amino-5-(piperidin-1-yl)phenyl)pyridin-4-yl)-3-phenylpropan-1-one and 1-(2-(2-amino-5-(piperidin-1-yl)phenyl)pyridin-4-yl)-3-phenylpropan-1-ol was obtained.

Workup

  1. customThis mixture was prepared

Sources & evidence

ORD record
ord-784a1daa568c4203b90cd7427b9ef9a0
Source dataset
uspto-grants-2014_12
Patent number
US08916569B2

Reaction notes

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