Formaldehyde → HCID 68295562, compound

HRID 1052297Notes

Reaction equation

HRID 1052297 reaction equation
C(O[BH-](O[C:11](=[O:13])[CH3:12])OC(=O)C)(=O)C.[Na+].[Br:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2C[CH2:26][NH:25][CH2:24][C:23]2=O)=[CH:18][CH:17]=1.C=O.O>C(Cl)Cl>[Br:15][C:16]1[CH:17]=[CH:18][C:19]([N:22]2[CH2:23][CH2:24][N:25]([CH3:26])[CH2:12][C:11]2=[O:13])=[CH:20][CH:21]=1

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 962WaterHCID 5049666Sodium triacetoxyborohydrideHCID 509991711-(4-Bromophenyl)piperazin-2-one

Product 1

HCID 68295562HCID 68295562, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Sodium triacetoxyborohydride (0.25 g, 1.2 mmol) was added to a solution of 1-(4-bromophenyl)piperazin-2-one (200.0 mg, 0.7840 mmol, from J&W PharmLab product) and 11.0 M formaldehyde in water (0.21 mL, 2.4 mmol) in methylene chloride (3 mL, 50 mmol) and then the reaction was stirred at rt for 1 hour. The mixture was diluted with methylene chloride, washed with saturated NaHCO3, water, brine, then dried over Na2SO4, filtered and concentrated to provide the product which was used in the next step. LCMS calculated for C11H14BrN2O (M+H)+: m/z=269.0. Found 269.0.

Workup

  1. washwashed with saturated NaHCO3, water, brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto provide the product which

Sources & evidence

ORD record
ord-68480b6d74eb456da4d5fca4347916b1
Source dataset
uspto-grants-2016_07
Patent number
US09388185B2

Reaction notes

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