Water → 2-Chloro-N-[1-[(3,4-difluorophenyl)methyl]-piperidin-4-yl]-acetamide

HRID 1070496Notes

Reaction equation

HRID 1070496 reaction equation
Cl.Cl.[F:3][C:4]1[CH:5]=[C:6]([CH2:11][N:12]2[CH2:17][CH2:16][CH:15]([NH2:18])[CH2:14][CH2:13]2)[CH:7]=[CH:8][C:9]=1[F:10].C(N(C(C)C)CC)(C)C.[Cl:28][CH2:29][C:30](Cl)=[O:31].O>O1CCCC1.[Cl-].[Na+].O.C(OCC)(=O)C>[Cl:28][CH2:29][C:30]([NH:18][CH:15]1[CH2:16][CH2:17][N:12]([CH2:11][C:6]2[CH:7]=[CH:8][C:9]([F:10])=[C:4]([F:3])[CH:5]=2)[CH2:13][CH2:14]1)=[O:31]

Participants

8

Reactant 4

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 81531DiisopropylethylamineHCID 532561271-(3,4-Difluorobenzyl)piperidin-4-amine dihydrochloride

Product 1

HCID 223961822-Chloro-N-[1-[(3,4-difluorophenyl)methyl]-piperidin-4-yl]-acetamideYield 22.6%

Reagents, catalysts & solvents 3

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

1-[(3,4-Difluorophenyl)methyl]-piperidin-4-ylamine dihydrochloride (3.18 g) was dissolved in tetrahydrofuran (40 ml). Diisopropylethlamine (6.84 g) and chloroacetyl chloride (1.33 g) were added. After 3 hours water, brine and ethyl acetate were added the phase were separated. The organic phase was dried, filtered and evaporated and the residue was purified by chromatography eluting with ethyl acetate to give the subtitle compound (0.728 g).

Workup

  1. customwere separated
  2. customThe organic phase was dried
  3. filtrationfiltered
  4. customevaporated
  5. customthe residue was purified by chromatography
  6. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-cc62249076d64857a51d9fc8ac260f00
Source dataset
uspto-grants-2005_06
Patent number
US06903085B1

Reaction notes

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