Sodium Hydroxide → 1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid
Reaction equation
[NH:1]1[C:5]2[N:6]=[CH:7][CH:8]=[C:9]([C:10]([O:12]C)=[O:11])[C:4]=2[CH:3]=[CH:2]1.[OH-].[Na+]>CO>[NH:1]1[C:5]2[N:6]=[CH:7][CH:8]=[C:9]([C:10]([OH:12])=[O:11])[C:4]=2[CH:3]=[CH:2]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 1H-pyrrolo[2,3-b]pyridine-4 carboxylic acid, methyl ester [1.8 g, Reference Example 19(c)] in methanol (60 mL) was treated with sodium hydroxide solution (25 mL, 2N) and the mixture was stirred at room temperature for 2 hours then evaporated. The residue was treated with water (50 mL) and the pH of the mixture was adjusted to 34 by addition of hydrochloric acid. The resulting yellow solid was filtered, then washed well with water and then dried to give the title compound (1.1 g) as a yellow solid.
Workup
- customthen evaporated
- additionThe residue was treated with water (50 mL)
- additionthe pH of the mixture was adjusted to 34 by addition of hydrochloric acid
- filtrationThe resulting yellow solid was filtered
- washwashed well with water
- customdried
Sources & evidence
- ORD record
- ord-1e74e010998c4fe89144b08204b99297
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07943616B2
Reaction notes
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