Sodium Hydroxide → 6-methyl-pyrrolo[2,1-b]thiazole-7-carboxylic Acid

HRID 2064786Notes

Reaction equation

HRID 2064786 reaction equation
C([O:3][C:4]([C:6]1[C:7]([CH3:14])=[CH:8][N:9]2[CH:13]=[CH:12][S:11][C:10]=12)=[O:5])C.[OH-].[Na+]>CCO.O>[CH3:14][C:7]1[C:6]([C:4]([OH:5])=[O:3])=[C:10]2[N:9]([CH:8]=1)[CH:13]=[CH:12][S:11]2

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 593168376-methyl-pyrrolo[2,1-b]thiazole-7-carboxylic Acid Ethyl Ester

Product 1

HCID 593168436-methyl-pyrrolo[2,1-b]thiazole-7-carboxylic Acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of 6-methyl-pyrrolo[2,1-b]thiazole-7-carboxylic acid ethyl ester (7.29 mmol) and sodium hydroxide (10.9 mmol) in EtOH (11.8 mL) and water (11.8 mL) is heated to 75° C. for 3 d. 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=0.73 min; [M+H]+=182.0.

Workup

  1. concentrationThe mixture is concentrated in vacuo
  2. additionmade acidic by addition of hydrochloric acid (1.0 M)
  3. filtrationThe obtained precipitate is filtered off
  4. customdried in vacuo

Sources & evidence

ORD record
ord-a0d581c76a6b4e3ba46c5e49b0ac420e
Source dataset
uspto-grants-2012_10
Patent number
US08288435B2

Reaction notes

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