HCID 22479199, compound → HCID 22479163, compound

HRID 1392191Notes

Reaction equation

HRID 1392191 reaction equation
[C:1]([C:3]1[CH:38]=[CH:37][C:6]([CH2:7][C:8]23[CH2:15][CH2:14][CH2:13][N:12]2[C:11](=[O:16])[N:10]([C:17]2[CH:22]=[C:21]([Cl:23])[C:20]([NH:24]C(OCC4C=CC=CC=4)=O)=[C:19]([Cl:35])[CH:18]=2)[C:9]3=[O:36])=[CH:5][CH:4]=1)#[N:2]>Br>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:7][C:8]23[CH2:15][CH2:14][CH2:13][N:12]2[C:11](=[O:16])[N:10]([C:17]2[CH:18]=[C:19]([Cl:35])[C:20]([NH2:24])=[C:21]([Cl:23])[CH:22]=2)[C:9]3=[O:36])=[CH:37][CH:38]=1)#[N:2]

Participants

3

Reactant 1

HCID 22479199HCID 22479199, compound

Product 1

HCID 22479163HCID 22479163, compoundYield 68.8%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

The compound from Example 131 (100 mg) was dissolved in HBr (2 mL, 30% in AcOH). The resulting solution was stirred at room temperature for 30 minutes. The solution was extracted with EtOAc/H2O. The combined organic layers were dried over Na2SO4, filtered and evaporated. The product was purified by preparative TLC to yield the titled compound (52 mg). MS (m/z) 415 (MH+). mp. 103° C.

Workup

  1. extractionThe solution was extracted with EtOAc/H2O
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated
  5. customThe product was purified by preparative TLC

Sources & evidence

ORD record
ord-8105c336a0eb454eba003deae6e9e2ed
Source dataset
uspto-grants-2008_03
Patent number
US07342012B2

Reaction notes

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