Acetic Acid → HCID 86613865, compound

HRID 2366481Notes

Reaction equation

HRID 2366481 reaction equation
FC(F)(F)[C:3]([OH:5])=[O:4].[NH:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]2[CH:22]=[CH:21][C:17](C(O)=O)=[CH:16][CH:15]=2)[CH2:9]1.[C:23]([BH3-])#N.[Na+].C=O.C(O)(=O)C>CO>[CH3:23][N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]2([CH:15]=[CH:16][CH:17]=[CH:21][CH2:22]2)[C:3]([OH:5])=[O:4])[CH2:9]1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 69260135HCID 69260135, compound

Product 1

HCID 86613865HCID 86613865, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-piperidin-3-ylbenzoic acid trifluoroacetate (0.32 g, 1.1 mmol), sodium cyanoborohydride (0.066 g, 1.1 mmol), 36% aqueous formaldehyde (0.15 mL, 1.8 mmol) and acetic acid (0.5 mL) in methanol (4 mL) was stirred overnight at ambient temperature. The mixture was filtered through silica gel, concentrated and used without further purification.

Workup

  1. filtrationThe mixture was filtered through silica gel
  2. concentrationconcentrated
  3. customused without further purification

Sources & evidence

ORD record
ord-ba4c9248e7db415bb41f961ba34d3d65
Source dataset
uspto-grants-2014_04
Patent number
US08697736B2

Reaction notes

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