Sodium Hydroxide → Pyrrolo[2,1-b][1,3]thiazole-7-carboxylic acid
Reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[CH:8][N:9]2[CH:13]=[CH:12][S:11][C:10]=12)=[O:5])C.[OH-].[Na+]>CO.O>[S:11]1[CH:12]=[CH:13][N:9]2[CH:8]=[CH:7][C:6]([C:4]([OH:5])=[O:3])=[C:10]12Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 55 °C
Procedure
A mixture of pyrrolo[2,1-b]thiazole-7-carboxylic acid ethyl ester (5.12 mmol) and sodium hydroxide (7.68 mmol) in MeOH (5.8 mL) and water (5.8 mL) is heated to 55° C. for 23 h. The mixture is concentrated in vacuo and made acidic by addition of hydrochloric acid (1.0 M). The obtained precipitate is filtered off and dried in vacuo to give the desired product. LC-MS: tR=0.87 min; [M+H]+=168.0.
Workup
- concentrationThe mixture is concentrated in vacuo
- additionmade acidic by addition of hydrochloric acid (1.0 M)
- filtrationThe obtained precipitate is filtered off
- customdried in vacuo
Sources & evidence
- ORD record
- ord-fc676d513fd94280b75ad5668ca4eff5
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08288435B2
Reaction notes
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