Sodium Hydroxide → HCID 44475510, compound

HRID 733720Notes

Reaction equation

HRID 733720 reaction equation
C[O:2][C:3]([C:5]1[C:6]2[N:21]([CH3:22])[CH:20]=[CH:19][C:7]=2[C:8]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=2)=[N:9][CH:10]=1)=[O:4].[OH-].[Na+]>CO>[Cl:18][C:14]1[CH:13]=[C:12]([NH:11][C:8]2[C:7]3[CH:19]=[CH:20][N:21]([CH3:22])[C:6]=3[C:5]([C:3]([OH:4])=[O:2])=[CH:10][N:9]=2)[CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 44475509HCID 44475509, compound

Product 1

HCID 44475510HCID 44475510, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-(3-Chloro-phenylamino)-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid methyl ester (0.6 g) and 2N sodium hydroxide (2 ml) in methanol were irradiated at 120° C. for 3 minutes with microwaves. The solvent was evaporated and the residue partitioned between ethyl acetate and water. The organic layer washed with dilute citric acid solution and saturated brine solution then dried (MgSO4), filtered and evaporated to yield the title compound as an off-white solid (0.48 g).

Workup

  1. customThe solvent was evaporated
  2. customthe residue partitioned between ethyl acetate and water
  3. washThe organic layer washed with dilute citric acid solution and saturated brine solution
  4. dry with materialthen dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-97e9b34cdc9a42249de153ee3a6e226e
Source dataset
uspto-grants-2009_09
Patent number
US07589206B2

Reaction notes

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