Sodium Hydroxide → HCID 86731464, compound

HRID 509086Notes

Reaction equation

HRID 509086 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:23]([CH:24]3[CH2:26][CH2:25]3)=[C:22]3[C:17]([CH:18]=[C:19]([C:27]([O:29]CC)=[O:28])[N:20]=[CH:21]3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CCO.C1COCC1>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:23]([CH:24]3[CH2:25][CH2:26]3)=[C:22]3[C:17]([CH:18]=[C:19]([C:27]([OH:29])=[O:28])[N:20]=[CH:21]3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86731463HCID 86731463, compound

Product 1

HCID 86731464HCID 86731464, compoundYield 100.6%

Reagents, catalysts & solvents 1

HCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

To a solution of compound ethyl 7-(4-(tert-butoxycarbonyl)piperazin-1-yl)-8-cyclopropyl-isoquinoline-3-carboxylate (425 mg, 1 mmol) in EtOH/THF (5 mL) was added NaOH (5 ml, 2 N) followed by stirring for 2 hrs at r.t. After extraction by EA, the residue was concentrated in vacuo to give 7-(4-(tert-butoxycarbonyl)piperazin-1-yl)-8-cyclopropylisoquinoline-3-carboxylic acid as a yellow solid (400 mg, yield: 95%).

Workup

  1. extractionAfter extraction by EA
  2. concentrationthe residue was concentrated in vacuo

Sources & evidence

ORD record
ord-affb892eab764909b7187b134fc594a0
Source dataset
uspto-grants-2015_08
Patent number
US09096549B2

Reaction notes

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