HCID 66661030, compound → HCID 66660973, compound

HRID 2197262Notes

Reaction equation

HRID 2197262 reaction equation
C[O:2][C:3](=[O:25])[CH:4]([N:8]1[C:12](=[O:13])[CH:11]([CH2:14][O:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][CH:18]=2)[NH:10][C:9]1=[O:24])[CH:5]([CH3:7])[CH3:6]>Cl>[Br:23][C:20]1[CH:21]=[CH:22][C:17]([CH2:16][O:15][CH2:14][CH:11]2[C:12](=[O:13])[N:8]([CH:4]([CH:5]([CH3:7])[CH3:6])[C:3]([OH:25])=[O:2])[C:9](=[O:24])[NH:10]2)=[CH:18][CH:19]=1

Participants

3

Reactant 1

HCID 66661030HCID 66661030, compound

Product 1

HCID 66660973HCID 66660973, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of the compound obtained in step e above (623 mg, 1.512 mmol) and 2 N HCl (20 mL) was refluxed for 2 h. The reaction mixture was cooled down and then extracted with EtOAc. The combined organic layers were dried and concentrated; the crude product was purified by silica gel column chromatography which gave the title compound as colourless oil (409 mg, 68%).

Workup

  1. temperaturewas refluxed for 2 h
  2. temperatureThe reaction mixture was cooled down
  3. extractionextracted with EtOAc
  4. customThe combined organic layers were dried
  5. concentrationconcentrated
  6. customthe crude product was purified by silica gel column chromatography which

Sources & evidence

ORD record
ord-bc7df6cc72fe4fdb960c11310ce2bfd9
Source dataset
uspto-grants-2012_12
Patent number
US08338471B2

Reaction notes

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