Formaldehyde → HCID 23570707, compound
Reaction equation
[NH2:1][CH:2]([C:16](=[O:34])[N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH:18]1[C:23]1[NH:24][C:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[CH:26][N:27]=1)[CH2:3][C:4]1[C:9]([CH3:10])=[CH:8][C:7]([O:11][C:12](=[O:14])[CH3:13])=[CH:6][C:5]=1[CH3:15].[CH2:35]=[O:36]>C(O)(=O)C>[CH:35]([NH:1][CH:2]([C:16](=[O:34])[N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH:18]1[C:23]1[NH:24][C:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[CH:26][N:27]=1)[CH2:3][C:4]1[C:5]([CH3:15])=[CH:6][C:7]([O:11][C:12](=[O:14])[CH3:13])=[CH:8][C:9]=1[CH3:10])=[O:36]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 0.7 mmol of acetic acid 4-{2-amino-3-oxo-3-[2-(5-phenyl-1H-imidazol-2-yl)-piperidin-1-yl]-propyl}-3,5-dimethyl-phenyl ester and 0.8 mL of formaldehyde, cooled in an ice bath under argon, was added 0.5 mL of acetic acid. The resulting mixture was allowed to slowly return to room temperature and stir overnight. The mixture was then extracted with ethyl acetate. The ethyl acetate was washed with water, dried over magnesium sulfate and concentrated to 0.39 g of an orange-yellow oil which was taken to the next step without further purification.
Workup
- customto slowly return to room temperature
- extractionThe mixture was then extracted with ethyl acetate
- washThe ethyl acetate was washed with water
- dry with materialdried over magnesium sulfate
- concentrationconcentrated to 0.39 g of an orange-yellow oil which
- customwas taken to the next step without further purification
Sources & evidence
- ORD record
- ord-ae3388b9c3934abb868574d9f1f8a3a7
- Source dataset
- uspto-grants-2010_02
- Patent number
- US07659402B2
Reaction notes
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