Methanol → HCID 178526243, compound

HRID 16401

Reaction equation

HRID 16401 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[NH:12]1[C:16]2=[N:17][CH:18]=[CH:19][CH:20]=[C:15]2[CH:14]=[CH:13]1.CO>ClCCl>[NH:12]1[C:16]2=[N+:17]([O-:9])[CH:18]=[CH:19][CH:20]=[C:15]2[CH:14]=[CH:13]1

Participants

5

Reactant 3

HCID 887MethanolHCID 92221H-Pyrrolo(2,3-b)pyridineHCID 70297m-Chloroperbenzoic acid

Product 1

HCID 178526243HCID 178526243, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

539.7 g (2.35 mol) of 3-chloroperbenzoic acid are dissolved in 6.11 l of dichloromethane, and water that separates off is removed. The organic phase is dried over sodium sulfate and cooled to 0° C. A solution of 163 g (1.38 mol) of 1H-pyrrolo[2,3-b]pyridine in 1.00 l of dichloromethane is then added, and the temperature is allowed to increase to room temperature. After 2 hours, sufficient methanol to re-dissolve the precipitate formed is added. The mixture is filtered through silica gel (mobile phase: dichloromethane/methanol 95:5) and the product fractions are dried after concentration under high vacuum.

Workup

  1. customwater that separates off is removed
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. temperatureto increase to room temperature
  4. customformed
  5. additionis added
  6. filtrationThe mixture is filtered through silica gel (mobile phase: dichloromethane/methanol 95:5)
  7. customthe product fractions are dried
  8. concentrationafter concentration under high vacuum

Sources & evidence

ORD record
ord-9895e424d20e49a3b999223b13d4f924
Source dataset
uspto-grants-2010_06
Patent number
US07737153B2

Linked notes

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