m-Chloroperbenzoic acid → HCID 178421691, compound

HRID 2102392Notes

Reaction equation

HRID 2102392 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[N:11]=[CH:10][NH:9][C:5]2=[N:6][C:7]=1[CH3:8].C1C=C(Cl)C=C(C(OO)=[O:20])C=1>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]2[N:11]=[CH:10][NH:9][C:5]2=[N+:6]([O-:20])[C:7]=1[CH3:8]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 178432414HCID 178432414, compound

Product 1

HCID 178421691HCID 178421691, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 6-bromo-5-methyl-3H-imidazo[4,5-b]pyridine (1.00 equivalent) (Graboyes et al J. Am. Chem. Soc. 1957, 79, 6421-6426) in CH2Cl2 is added m-CPBA (1.50 equivalents). The resulting solution is stirred at room temperature for 16 hours. The precipitate is filtered off, washed with ether, and dried in vacuo to afford the desired product. The product is purified by re-crystallization if further purification is necessary.

Workup

  1. filtrationThe precipitate is filtered off
  2. washwashed with ether
  3. customdried in vacuo

Sources & evidence

ORD record
ord-fc1f37425c98419e8837cb9efa894b1c
Source dataset
uspto-grants-2009_08
Patent number
US07576072B2

Reaction notes

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