Hydrogen Bromide → HCID 86745196, compound

HRID 973509Notes

Reaction equation

HRID 973509 reaction equation
[CH2:1]([C@H:8]([CH2:19][C:20]1[N:21]([CH3:27])[C:22](=[N:25][CH3:26])[S:23][CH:24]=1)[C:9]([O:11]CC1C=CC=CC=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BrH:28]>C(O)(=O)C>[BrH:28].[CH2:1]([C@H:8]([CH2:19][C:20]1[N:21]([CH3:27])[C:22](=[N:25][CH3:26])[S:23][CH:24]=1)[C:9]([OH:11])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 15018108HCID 15018108, compound

Product 1

HCID 86745196HCID 86745196, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The resultant compound from Example 73 (315 mg, 0.828 mmol) was stirred for 2 h in 30% HBr in acetic acid (5 ml). The solvent was evaporated and the residue was dissolved in water which was washed with ether and lyophillized to afford 310 mg (100%) of the desired product as a foam. 1H NMR (CD3OD) δ7.20-7.35 (m,5H), 6.72 (s,1H), 3.44 (s,3H), 3.08 (s,3H), 2.70-3.20 (m,5H).

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in water which
  3. washwas washed with ether

Sources & evidence

ORD record
ord-267d570d86264aaca19e87d7cc397dfd
Source dataset
uspto-grants-1991_11
Patent number
US05063208

Reaction notes

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