Methylamine → HCID 59295995, compound

HRID 2233376Notes

Reaction equation

HRID 2233376 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[Cl:19])[O:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][C@@H:13]2[CH2:15][O:14]2)[CH2:8][CH2:7]1.[CH3:20][NH2:21]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[Cl:19])[O:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][C@H:13]([OH:14])[CH2:15][NH:21][CH3:20])[CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 86598070HCID 86598070, compound

Product 1

HCID 59295995HCID 59295995, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4-(3,4-dichlorophenoxy)-1-[(2R)-oxiran-2-ylmethyl]piperidine (1 g, 3.31 mmol) and methylamine (2.56 ml 40% in H2O, 33.1 mmol) in ethanol (15 ml) was heated at 60° C. in a sealed vessel for 16 h. The solvent was evaporated at reduced pressure and the residue purified by flash column chromatography eluting with 8% 7M ammonia methanol in dichloromethane to give the title compound (875 mg).

Workup

  1. customThe solvent was evaporated at reduced pressure
  2. customthe residue purified by flash column chromatography
  3. washeluting with 8% 7M ammonia methanol in dichloromethane

Sources & evidence

ORD record
ord-e9b3d05d87fd4b5a8c8af87b5b619283
Source dataset
uspto-grants-2010_05
Patent number
US07709500B2

Reaction notes

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