Sodium Hydroxide → 1135123-91-9

HRID 2093096Notes

Reaction equation

HRID 2093096 reaction equation
[CH3:1][N:2]1[C:10]2[CH2:9][CH2:8][N:7]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:6][C:5]=2[CH:4]=[C:3]1[C:18]([O:20]CC)=[O:19].[OH-].[Na+]>CCO>[C:14]([O:13][C:11]([N:7]1[CH2:8][CH2:9][C:10]2[N:2]([CH3:1])[C:3]([C:18]([OH:20])=[O:19])=[CH:4][C:5]=2[CH2:6]1)=[O:12])([CH3:17])([CH3:16])[CH3:15]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66864160O5-tert-butyl O2-ethyl 1-methyl-6,7-dihydro-4H-pyrrolo[3,2-c]pyridine-2,5-dicarboxylate

Product 1

HCID 665232971135123-91-9

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To the solution 5-tert-butyl 2-ethyl 1-methyl-1,4,6,7-tetrahydro-5H-pyrrolo[3,2-c]pyridine-2,5-dicarboxylate (1.0 eq) in EtOH was added NaOH (1.05 eq.) and refluxed for 6 hrs. Reaction mixture was concentrated under reduced pressure and neutralized to get desired compound 5-(tert-butoxycarbonyl)-1-methyl-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid.

Workup

  1. temperaturerefluxed for 6 hrs
  2. customReaction mixture
  3. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-a50b1f37eb74419e8585a822e5bc0740
Source dataset
uspto-grants-2013_05
Patent number
US08440830B2

Reaction notes

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