Water → HCID 59314259, compound

HRID 1047884Notes

Reaction equation

HRID 1047884 reaction equation
C([O:3][C:4]([C:6]1([NH:15][C:16]([CH:18]2[CH2:23][CH:22]3[CH2:24][CH:19]2[CH2:20][CH2:21]3)=[O:17])[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:5])C.[OH-].[K+].O>CCO>[CH:19]12[CH2:24][CH:22]([CH2:21][CH2:20]1)[CH2:23][CH:18]2[C:16]([NH:15][C:6]1([C:4]([OH:5])=[O:3])[CH2:7][C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:14]1)=[O:17]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 59314273HCID 59314273, compound

Product 1

HCID 59314259HCID 59314259, compoundYield 77.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-[(Bicyclo[2.2.1]heptane-2-carbonyl)-amino]-indan-2-carboxylic acid ethyl ester (148 mg, 0.45 mmol) is dissolved in EtOH (8 mL), and solid KOH (600 mg, 10 mmol) and water (0.8 mL) are added. The mixture is stirred at RT for 30 min then concentrated in vacuo. The residue is dissolved in water (10 mL) and acidified with concentrated HCl until no more white solid precipitated. The solid is collected by vacuum filtration to give product (273) as white solid (105 mg, 77%).

Workup

  1. concentrationthen concentrated in vacuo
  2. dissolutionThe residue is dissolved in water (10 mL)
  3. customprecipitated
  4. filtrationThe solid is collected by vacuum filtration

Sources & evidence

ORD record
ord-2573cf8caf064624afe39991ae476d98
Source dataset
uspto-grants-2013_10
Patent number
US08569535B2

Reaction notes

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