Hydrogen Bromide → HCID 59167787, compound

HRID 1443725Notes

Reaction equation

HRID 1443725 reaction equation
C[O:2][C:3](=[O:21])[CH2:4][CH2:5][CH2:6][CH2:7][N:8]1[CH:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:19]C)[N:10]=[N:9]1.Br>C(O)(=O)C>[OH:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:11]1[N:10]=[N:9][N:8]([CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:21])=[O:2])[CH:12]=1

Participants

4

Reactant 2

HCID 260Hydrogen Bromide2×HCID 59167748HCID 59167748, compound

Product 1

HCID 59167787HCID 59167787, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

Combine 5-[4-(2-methoxy-phenyl)-[1,2,3]triazol-1-yl]-pentanoic acid methyl ester (2.40 g, 8.29 mmol), hydrobromic acid (50 mL, 48% in water), and acetic acid (25 mL, glacial) and heat to reflux under N2 for 4 hours. Add hydrobromic acid (25 mL, 48% in water) and acetic acid (25 mL, glacial) and continue heating at reflux under N2 overnight Cool to room temperature, filter out solids and dry in a 50° C. vacuum oven overnight to yield the title compound (1.45 g, 67%). MS (IS) 260 (M−1)−.

Workup

  1. temperatureto reflux under N2 for 4 hours
  2. temperatureat reflux under N2 overnight
  3. filtrationfilter out solids
  4. customdry in a 50° C. vacuum oven overnight

Sources & evidence

ORD record
ord-8a5a0e0240b44346bb7d47a64d407881
Source dataset
uspto-grants-2010_02
Patent number
US07662771B2

Reaction notes

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