Sodium Hydroxide → 5-(tert-Butoxycarbonyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid

HRID 2093091Notes

Reaction equation

HRID 2093091 reaction equation
[S:1]1[C:9]2[CH2:8][CH2:7][N:6]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:5][C:4]=2[CH:3]=[C:2]1[C:17]([O:19]C)=[O:18].[OH-].[Na+]>C(O)C>[C:13]([O:12][C:10]([N:6]1[CH2:7][CH2:8][C:9]2[S:1][C:2]([C:17]([OH:19])=[O:18])=[CH:3][C:4]=2[CH2:5]1)=[O:11])([CH3:16])([CH3:14])[CH3:15]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 665232235-tert-Butyl 2-methyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate

Product 1

HCID 177503995-(tert-Butoxycarbonyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5-tert-butyl 2-methyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate (1 eq) obtained in step VII and NaOH (1.5 eq). was refluxed in ethanol for 2 h Reaction mixture was concentrated under reduced pressure and neutralized to get 5-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid.

Workup

  1. customReaction mixture
  2. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-ab9312e7e59142bcaa1c02f4acc09807
Source dataset
uspto-grants-2013_05
Patent number
US08440830B2

Reaction notes

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