Sodium Hydroxide → 5-cyano-1H-pyrrole-2-carboxylic acid
Reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]([C:11]#[N:12])=[CH:9][CH:10]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[C:11]([C:8]1[NH:7][C:6]([C:4]([OH:5])=[O:3])=[CH:10][CH:9]=1)#[N:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
To 260 mg of 5-cyano-1H-pyrrole-2-carboxylic acid ethyl ester (as prepared in the previous step) (1.59 mmol) in ethanol (6 mL) was added 1M aq sodium hydroxide (3.00 mL, 3.00 mmol) and the mixture was stirred at 80° C. for 2.5 h. The solvent was removed in vacuo, and the resulting solution was acidified to pH 3 with concentrated hydrochloric acid. The solid was collected on a filter and washed with water (1 mL) and dried under high vacuum to yield the title compound as a light tan solid which was used without further purification in the following step.
Workup
- customThe solvent was removed in vacuo
- customThe solid was collected on
- filtrationa filter
- washwashed with water (1 mL)
- customdried under high vacuum
Sources & evidence
- ORD record
- ord-8acd97e2f8fc482c98b5305c6049a534
- Source dataset
- uspto-grants-2008_09
- Patent number
- US07427683B2
Reaction notes
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