Methanol → 4-Chloro-2-methyl-7-azaindole

HRID 1360186Notes

Reaction equation

HRID 1360186 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8](S(C3C=CC=CC=3)(=O)=O)[C:9]([CH3:11])=[CH:10][C:3]=12.C(=O)([O-])[O-].[K+].[K+].CO>O>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][C:9]([CH3:11])=[CH:10][C:3]=12

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 117383384-chloro-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 210816754-Chloro-2-methyl-7-azaindoleYield 72%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 4-chloro-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (4.73 g), potassium carbonate (6.4 g), methanol (45 ml), and water (15 ml) was stirred at 90° C. for 2 hours. After the mixture was cooled, the obtained needle crystals were filtered and washed with water to obtain 4-chloro-2-methyl-1H-pyrrolo[2,3-b]pyridine (1.85 g).

Workup

  1. temperatureAfter the mixture was cooled
  2. filtrationthe obtained needle crystals were filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-00bc8e76fb284076b97a69894fbb7f2a
Source dataset
uspto-grants-2011_02
Patent number
US07879844B2

Reaction notes

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