{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 643505Notes

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

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

  1. customThis solution is evaporated under reduced pressure
  2. additionThe remaining oil is treated with diethyl ether

Sources & evidence

ORD record
ord-a430d4d1b1b745399649cc136e2f285f
Source dataset
uspto-grants-2010_04
Patent number
US07700605B2

Reaction notes

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