Methanol → HCID 178430808, compound

HRID 2240221Notes

Reaction equation

HRID 2240221 reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[NH:4][CH:3]=1.ClC1C=C(C=CC=1)C(OO)=[O:16].CO>ClCCl>[CH3:1][C:2]1[C:10]2[C:5](=[N+:6]([O-:16])[CH:7]=[CH:8][CH:9]=2)[NH:4][CH:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 70297m-Chloroperbenzoic acidHCID 109314713-Methyl-7-azaindole

Product 1

HCID 178430808HCID 178430808, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
10 °C

Procedure

A little at a time, 3.00 g (22.70 mmol) of 3-methyl-1H-pyrrolo[2,3-b]pyridine (Hands, David; Bishop, Brian; Cameron, Mark; Edwards, John S.; Cottrell, Ian F.; Wright, Stanley H. B.; Synthesis 1996, 877-882.) are added to a solution of 10.45 g (45.40 mmol) of meta-chloroperoxybenzoic acid in 250 ml of dichloromethane, and the mixture is stirred at 10° C. for 2 h. Addition of methanol gives a clear solution which is subjected directly to column chromatography on silica gel (mobile phase: dichloromethane/methanol 100:4 to 3:1). A further purification step by preparative HPLC yields the target compound.

Workup

  1. customgives a clear solution which
  2. customA further purification step by preparative HPLC
  3. customyields the target compound

Sources & evidence

ORD record
ord-49668ba00a044efd92d8d6c7b73f6888
Source dataset
uspto-grants-2010_05
Patent number
US07723347B2

Reaction notes

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