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{2-[3'-(2-Cyano-pyrimidin-4-yloxy)-biphenyl-4-yl]-ethyl}carbamic acid tert-butyl ester → 4-(4'-Aminoethyl-biphenyl-3-yloxy)-pyrimidine-2-carbonitrile

HRID 643505
Notes
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Reaction equation

HRID 643505 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]3[CH:28]=[CH:27][N:26]=[C:25]([C:29]#[N:30])[N:24]=3)[CH:17]=2)=[CH:12][CH:11]=1)(C)(C)C>C(O)=O>[NH2:7][CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]3[CH:28]=[CH:27][N:26]=[C:25]([C:29]#[N:30])[N:24]=3)[CH:17]=2)=[CH:14][CH:15]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 68579160{2-[3'-(2-Cyano-pyrimidin-4-yloxy)-biphenyl-4-yl]-ethyl}carbamic acid tert-butyl ester

Product 1

HCID 159811724-(4'-Aminoethyl-biphenyl-3-yloxy)-pyrimidine-2-carbonitrile

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of {2-[3′-(2-cyano-pyrimidin-4-yloxy)-biphenyl-4-yl]-ethyl}carbamic acid tert-butyl ester (38 mg) in formic acid (0.35 ml) is stirred at rt for 1 h. This solution is evaporated under reduced pressure. The remaining oil is treated with diethyl ether to obtain crystals of 4-(4′-aminoethyl-biphenyl-3-yloxy)-pyrimidine-2-carbonitrile as salt with formic acid.

Workup

  • customThis solution is evaporated under reduced pressure
  • additionThe remaining oil is treated with diethyl ether
  • Sources & evidence

    ORD record
    ord-a430d4d1b1b745399649cc136e2f285f
    Source dataset
    uspto-grants-2010_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07700605B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes