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

HRID 259571
Notes
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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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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.

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

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
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04038396

Reaction notes

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