HCID 67547818, compound → HCID 57674252, compound

HRID 490590Notes

Reaction equation

HRID 490590 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:12][CH:11]([C:13]([N:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]#[N:28])[CH2:17][CH2:16]2)=[O:14])[N:10]([CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:9]1)(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[NH2:7][CH:8]1[CH2:9][N:10]([CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:11]([C:13]([N:15]2[CH2:16][CH2:17][N:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]#[N:28])[CH2:19][CH2:20]2)=[O:14])[CH2:12]1

Participants

3

Reactant 1

HCID 67547818HCID 67547818, compound

Product 1

HCID 57674252HCID 57674252, compound

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

{1-Benzyl-5-[4-(2-cyano-phenyl)-piperazine-1-carbonyl]-pyrrolidine-3-yl}carbamic acid tert-butyl ester is dissolved in DCM/CF3COOH and stirred overnight. After removal of solvent, the residue is treated with NaHCO3 and extracted. The organic layer is dried and concentrated to afforded 2-[4-(4-amino-1-benzyl-pyrrolidine-2-carbonyl)-piperazin-1-yl]-benzonitrile (6).

Workup

  1. customAfter removal of solvent
  2. additionthe residue is treated with NaHCO3
  3. extractionextracted
  4. customThe organic layer is dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-519f21153e334a31b920e52b4bb192ef
Source dataset
uspto-grants-2009_05
Patent number
US07528136B2

Reaction notes

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