3-oxazolo[4,5-b]pyridin-2-ylBenzonitrile → 2-[3-(Aminomethyl)phenyl]oxazolo[4,5-b]pyridine

HRID 259571Notes

Reaction equation

HRID 259571 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[O:10][C:11]3[C:12]([N:17]=2)=[N:13][CH:14]=[CH:15][CH:16]=3)[CH:6]=[CH:7][CH:8]=1)#[N:2]>O=[Pt]=O.C(O)(=O)C>[NH2:2][CH2:1][C:3]1[CH:4]=[C:5]([C:9]2[O:10][C:11]3[C:12]([N:17]=2)=[N:13][CH:14]=[CH:15][CH:16]=3)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 124613773-oxazolo[4,5-b]pyridin-2-ylBenzonitrile

Product 1

HCID 227548022-[3-(Aminomethyl)phenyl]oxazolo[4,5-b]pyridine

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 2-(3-cyanophenyl)oxazolo[4,5-b]-pyridine (2.2 g., 0.01 m.), 200 ml. of glacial acetic acid and 1.0 g. of PtO2 catalyst is reacted in a 40 p.s.i. hydrogen atmosphere at room temperature until the theoretical amount of hydrogen has been absorbed. The mixture is filtered, the acetic acid removed in vacuo to yield 2-[3-(aminomethyl)phenyl]oxazolo[4,5-b]pyridine.

Workup

  1. customhydrogen atmosphere at room temperature until the theoretical amount of hydrogen has been absorbed
  2. filtrationThe mixture is filtered
  3. customthe acetic acid removed in vacuo

Sources & evidence

ORD record
ord-e83f6e1e132c4046b448e3f4a6aecffe
Source dataset
uspto-grants-1977_07
Patent number
US04038396

Reaction notes

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