HCID 10465500, compound → 4-[(2H-1,2,3-Triazol-2-yl)methyl]aniline

HRID 1509047Notes

Reaction equation

HRID 1509047 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]2[N:15]=[CH:14][CH:13]=[N:12]2)=[CH:6][CH:5]=1)([O-])=O>[Pd].C(O)C>[N:12]1[N:11]([CH2:10][C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)[N:15]=[CH:14][CH:13]=1

Participants

4

Reactant 1

HCID 10465500HCID 10465500, compound

Product 1

HCID 103749154-[(2H-1,2,3-Triazol-2-yl)methyl]anilineYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A 25-mL round bottomed flask was charged with 2-((4-nitrophenyl)methyl)triazole (195 mg, 0.95 mmol, 1 eq.), palladium on carbon (206 mg, 10 wt. % loading, 0.2 eq.) and ethanol (3 ml). The resulting mixture was stirred under H2 over night. The mixture was passed through a plug of celite and washed with methanol (5 ml). Removal of solvent under reduced pressure gave the crude product (160 mg, two regioisomers, 97% yield). The product thus obtained was forwarded to the next step without any further purification.

Workup

  1. washwashed with methanol (5 ml)
  2. customRemoval of solvent under reduced pressure

Sources & evidence

ORD record
ord-b285d996efc045859e6b08b953eff610
Source dataset
uspto-grants-2015_12
Patent number
US09221843B2

Reaction notes

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