Sodium Hydroxide → HCID 71555201, compound

HRID 2407552Notes

Reaction equation

HRID 2407552 reaction equation
C([O:3][C:4](=[O:30])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:17][CH:16]3[CH:12]2[CH2:13][N:14]([C:18](=[O:29])[NH:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[Cl:28])[CH2:15]3)=[CH:7][CH:6]=1)C.[OH-].[Na+]>CO.O1CCCC1>[Cl:28][C:22]1[CH:23]=[C:24]([Cl:27])[CH:25]=[CH:26][C:21]=1[CH2:20][NH:19][C:18]([N:14]1[CH2:13][CH:12]2[CH:16]([CH2:17][N:11]2[C:8]2[CH:9]=[CH:10][C:5]([C:4]([OH:30])=[O:3])=[CH:6][CH:7]=2)[CH2:15]1)=[O:29]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 89524159HCID 89524159, compound

Product 1

HCID 71555201HCID 71555201, compoundYield 58%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of rac-4-[3-(2,4-Dichloro-benzylcarbamoyl)-3,6-diaza-bicyclo[3.2.0]hept-6-yl]-benzoic acid ethyl ester (55 mg, 123 μmol) in methanol (2 mL) and tetrahydrofuran (2 mL) was added aqueous sodium hydroxide (1 M, 2 mL) and the reaction mixture was heated to 60° C. for 1 h. The solvents were partly removed by concentration in vacuo, tetrahydrofuran (2 mL) was added and filtration afforded the title compound (30 mg, 58%) as a white solid. MS (EI) m/e: 420.2 (M+H)+.

Workup

  1. customThe solvents were partly removed by concentration in vacuo, tetrahydrofuran (2 mL)
  2. additionwas added
  3. filtrationfiltration

Sources & evidence

ORD record
ord-d08514faaa1d4d4abdab93e6c08ef587
Source dataset
uspto-grants-2014_08
Patent number
US08809552B2

Reaction notes

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