Bromine → HCID 66618159, compound

HRID 911061Notes

Reaction equation

HRID 911061 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([NH2:15])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:16]Br>C(O)(=O)C>[CH2:1]([O:8][C:9]1[C:14]([Br:16])=[CH:13][N:12]=[C:11]([NH2:15])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 5200844-(Benzyloxy)pyridin-2-amine

Product 1

HCID 66618159HCID 66618159, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A flask was charged with 4-(benzyloxy)pyridin-2-amine (10.69 g, 53.39 mmol) and 20 mL acetic acid was added. Bromine (2.735 ml, 53.39 mmol) and the reaction was stirred for 10 minutes. The reaction mixture was concentrated and purified using silica gel column chromatography eluting with 50%-100% ethyl acetate/hexane provide the desired product (7.0 g, 42.28% yield) as brown solid

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated
  3. custompurified
  4. washeluting with 50%-100% ethyl acetate/hexane

Sources & evidence

ORD record
ord-e4cbcf9fd3a949c0835209272ad619cc
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

Loading…