N-bromobutanimide → HCID 13037312, compound

HRID 332105

Reaction equation

HRID 332105 reaction equation
[Br:1]N1C(=O)CCC1=O.[CH:9]1[C:14]2[NH:15][C:16]3[C:21]([C:13]=2[CH:12]=[C:11]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[N:10]=1)=[CH:20][CH:19]=[CH:18][CH:17]=3>C(O)(=O)C>[Br:1][C:19]1[CH:20]=[C:21]2[C:16](=[CH:17][CH:18]=1)[NH:15][C:14]1[CH:9]=[N:10][C:11]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:12][C:13]2=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 105078Ethyl Beta-Carboline-3-Carboxylate

Product 1

HCID 13037312HCID 13037312, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Following a procedure in Chem. Bio. Chem, 2009, 10, 889-895, N-bromosuccinimide (37 mg, 0.208 mmol) was added to a solution of ethyl 9H-pyrido[3,4-b]indole-3-carboxylate (50 mg, 0.208 mmol) in acetic acid (1.5 ml) and stirred at room temperature. After 45 minutes the acetic acid was removed and the solid material was partitioned between EtOAc and NaHCO3. The organic layer was washed with water, brine, and dried over Na2SO4 to afford the desired compound in 98% yield.

Workup

  1. customAfter 45 minutes the acetic acid was removed
  2. customthe solid material was partitioned between EtOAc and NaHCO3
  3. washThe organic layer was washed with water, brine
  4. dry with materialdried over Na2SO4

Sources & evidence

ORD record
ord-96c4d26eddfb46068f2006ad4dd2ed2b
Source dataset
uspto-grants-2014_11
Patent number
US08877797B2

Linked notes

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