Sodium Hydroxide → HCID 68431331, compound

HRID 2092112Notes

Reaction equation

HRID 2092112 reaction equation
C([O:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[N:15][CH:16]=[CH:17][C:18]=1[CH2:19][NH:20][C:21](=[O:42])[CH2:22][N:23]1[C:28](=[O:29])[C:27]([Cl:30])=[C:26]([NH:31][C@@H:32]2[CH2:37][C@@H:36]3[CH2:38][C@@H:34]([C:35]3([CH3:40])[CH3:39])[C@H:33]2[CH3:41])[CH:25]=[N:24]1)(=O)C1C=CC=CC=1.[OH-].[Na+]>CO>[Cl:30][C:27]1[C:28](=[O:29])[N:23]([CH2:22][C:21]([NH:20][CH2:19][C:18]2[CH:17]=[CH:16][N:15]=[CH:14][C:13]=2[O:12][CH2:11][CH2:10][OH:9])=[O:42])[N:24]=[CH:25][C:26]=1[NH:31][C@@H:32]1[CH2:37][C@@H:36]2[CH2:38][C@@H:34]([C:35]2([CH3:40])[CH3:39])[C@H:33]1[CH3:41]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68429013HCID 68429013, compound

Product 1

HCID 68431331HCID 68431331, compoundYield 100.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-({4-[({[5-Chloro-6-oxo-4-{[(1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]amino}pyridazin-1(6H)-yl]acetyl}amino)methyl]pyridin-3-yl}oxy)ethyl benzoate (23.8 mg, 0.04 mmol) in methanol (2 mL) was mixed with 1 M aqueous sodium hydroxide (0.12 mL, 0.12 mmol) at room temperature and stirred at room temperature for 1 hour. After completion of the reaction, the reaction solution was evaporated azeotropically with ethanol, and the resulting residue was purified by silica gel chromatography (ethyl acetate/methanol=10/1 to 8/1) to give the desired product (19.7 mg, 100% yield).

Workup

  1. customAfter completion of the reaction
  2. customthe reaction solution was evaporated azeotropically with ethanol
  3. customthe resulting residue was purified by silica gel chromatography (ethyl acetate/methanol=10/1 to 8/1)

Sources & evidence

ORD record
ord-d2f7c88e74af42fcb2822b943b52cf51
Source dataset
uspto-grants-2013_05
Patent number
US08440666B2

Reaction notes

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