Formaldehyde → HCID 23570707, compound

HRID 1270833Notes

Reaction equation

HRID 1270833 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

HCID 712FormaldehydeHCID 23570706HCID 23570706, compound

Product 1

HCID 23570707HCID 23570707, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

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

  1. customto slowly return to room temperature
  2. extractionThe mixture was then extracted with ethyl acetate
  3. washThe ethyl acetate was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to 0.39 g of an orange-yellow oil which
  6. customwas taken to the next step without further purification

Sources & evidence

ORD record
ord-17111ce35b124e329c41915de8339c70
Source dataset
uspto-grants-2007_04
Patent number
US07202381B2

Reaction notes

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