Acetic Acid → 6H-Pyrrolo[2,3-b]thieno[2,3-d]pyridine-2-carboxylic acid

HRID 733071Notes

Reaction equation

HRID 733071 reaction equation
C[O:2][C:3]([C:5]1[S:6][C:7]2[C:15]([CH:16]=1)=[CH:14][N:13]=[C:12]1[C:8]=2[CH:9]=[CH:10][NH:11]1)=[O:4].[Li+].[OH-].C(O)(=O)C>C1COCC1.O>[S:6]1[C:7]2[C:15](=[CH:14][N:13]=[C:12]3[C:8]=2[CH:9]=[CH:10][NH:11]3)[CH:16]=[C:5]1[C:3]([OH:4])=[O:2]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 3939Lithium HydroxideHCID 57839143HCID 57839143, compound

Product 1

HCID 578391416H-Pyrrolo[2,3-b]thieno[2,3-d]pyridine-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 6H-1-Thia-5,6-diaza-as-indacene-2-carboxylic acid methyl ester (100 mg, 0.43 mmol), LiOH (25.5 mg, 1.07 mmol) is dissolved in THF (4 ml) and H2O (1 mL). The mixture is stirred at 60° C. for 3 hours. Acidification with acetic acid results in a brown solid which is collected by filtration. It is then dried in vacuo and used for the next step without any further purification.

Workup

  1. filtrationis collected by filtration
  2. customIt is then dried in vacuo
  3. customused for the next step without any further purification

Sources & evidence

ORD record
ord-c8db60b9712b4cbaa8370197c5a8bdf9
Source dataset
uspto-grants-2009_09
Patent number
US07589101B2

Reaction notes

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