HCID 86647427, compound → 5-(Aminomethyl)nicotinonitrile

HRID 2071054Notes

Reaction equation

HRID 2071054 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH2:9][NH:10]C(=O)OC(C)(C)C)[CH:6]=[N:7][CH:8]=1)#[N:2]>C(Cl)Cl.C(O)(C(F)(F)F)=O>[NH2:10][CH2:9][C:5]1[CH:6]=[N:7][CH:8]=[C:3]([CH:4]=1)[C:1]#[N:2]

Participants

4

Reactant 1

HCID 86647427HCID 86647427, compound

Product 1

HCID 200639425-(Aminomethyl)nicotinonitrile

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To tert-butyl (5-cyanopyridin-3-yl)methylcarbamate in CH2Cl2 (10 ml), TFA (3 ml) was added. After 1 h, volatiles were removed on a rotavap under reduced pressure. Crude residue was dissolved in water, basified with 2N NaOH and extracted with CHCl3 (100 ml) to obtain 5-(aminomethyl)nicotinonitrile which was used without further purification.

Workup

  1. customvolatiles were removed on a rotavap under reduced pressure
  2. dissolutionCrude residue was dissolved in water
  3. extractionextracted with CHCl3 (100 ml)

Sources & evidence

ORD record
ord-8081b9968a5b4856b4702b3f8991b376
Source dataset
uspto-grants-2012_10
Patent number
US08299267B2

Reaction notes

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