Hydrochloric Acid → HCID 58247434, compound
Reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][NH:14][C:15]1[C:16]([O:27][C:28]2[CH:33]=[CH:32][C:31]([C:34]([O:36]CC)=[O:35])=[CH:30][CH:29]=2)=[N:17][C:18]([C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)=[N:19][CH:20]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl>CCO>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][NH:14][C:15]1[C:16]([O:27][C:28]2[CH:33]=[CH:32][C:31]([C:34]([OH:36])=[O:35])=[CH:30][CH:29]=2)=[N:17][C:18]([C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)=[N:19][CH:20]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a suspension of Compound 16e (0.4 g; 0.77 mmol) in EtOH (10 mL) was added 0.5N NaOH (2.3 mL; 1.15 mmol). The reaction was stirred at room temperature for 3 h. Additional 0.5N NaOH (6 mL; 3 mmol) was added to the mixture. The reaction was stirred at room temperature for 3 h. The solution was adjusted to pH 2 with 1N HCl. The white solid was collected by filtration to afford Compound 16f. MS: m/z 492.3 (M+H)+.
Workup
- stirringThe reaction was stirred at room temperature for 3 h
- filtrationThe white solid was collected by filtration
Sources & evidence
- ORD record
- ord-faf691bb933e428ea4f3d768bbe9f872
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08685990B2
Reaction notes
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