Hydrogen Bromide → HCID 136388604, compound

HRID 1867529Notes

Reaction equation

HRID 1867529 reaction equation
[N:1]1[O:5][N:4]=[C:3]2[CH:6]=[C:7]([C:10]3[CH:15]=[CH:14][C:13]([NH:16][CH2:17][CH2:18][F:19])=[CH:12][C:11]=3[O:20]C)[CH:8]=[CH:9][C:2]=12.Br>C(O)(=O)C>[N:1]1[O:5][N:4]=[C:3]2[CH:6]=[C:7]([C:10]3[CH:15]=[CH:14][C:13]([NH:16][CH2:17][CH2:18][F:19])=[CH:12][C:11]=3[OH:20])[CH:8]=[CH:9][C:2]=12

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 86604698HCID 86604698, compound

Product 1

HCID 136388604HCID 136388604, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

10 mg (0.03 mmol) of (4-benzo[1,2,5]oxadiazol-5-yl-3-methoxy-phenyl)-(2-fluoro-ethyl)-amine are dissolved in 0.3 mL acetic acid and 0.3 mL hydrobromic acid (33% in acetic acid) and stirred at 80 QC for 72 h. Then the solvents are removed. The mixture of starting material and desired product can be separated by HPLC (20 to 100% CH3CN/H2O (6′), 100% CH3CN (1.5°), 100 to 20% CH3CN/H2O (0.5°): product elutes after 4.5°). MS(ES+): 274 (M+1).

Workup

  1. customThen the solvents are removed
  2. additionThe mixture of starting material and desired product
  3. customcan be separated by HPLC (20 to 100% CH3CN/H2O (6′), 100% CH3CN (1.5°), 100 to 20% CH3CN/H2O (0.5°)
  4. customafter 4.5°

Sources & evidence

ORD record
ord-4874a0b748664afea338d3f27997ea9e
Source dataset
uspto-grants-2009_12
Patent number
US07632851B2

Reaction notes

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