Benzoyl Peroxide → HCID 44596671, compound

HRID 2374154Notes

Reaction equation

HRID 2374154 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:12]=1[CH3:13])=[N:10][CH:9]=[CH:8][CH:7]=2.[Br:14]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:14][CH2:13][C:12]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][N:10]=2)[N:5]=[CH:4][C:3]=1[O:2][CH3:1]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 445975033-Methoxy-4-methyl-1,5-naphthyridine

Product 1

HCID 44596671HCID 44596671, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
80 °C

Procedure

To 3-methoxy-4-methyl-1,5-naphthyridine (0.26 g) dissolved in carbontetrachloride (6 ml) was added N-bromosuccinimide (1.2 eq) and benzoyl peroxide (0.3 eq) and heated at 80° C. for 4 h. The reaction was partitioned between satd. NaHCO3 and DCM, and the DCM layer then dried over Na2SO4 to give the title compound (120 mg) after concentration. MS (ESI+) for m/z 252 [M+H]+.

Workup

  1. customThe reaction was partitioned between satd
  2. dry with materialNaHCO3 and DCM, and the DCM layer then dried over Na2SO4

Sources & evidence

ORD record
ord-a1701daab7be460dbe15e9f5d33ba8fa
Source dataset
uspto-grants-2008_12
Patent number
US07462600B2

Reaction notes

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