Methylamine → HCID 53888655, compound

HRID 1980092Notes

Reaction equation

HRID 1980092 reaction equation
[CH3:1][N:2]1[C:6]([NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][N:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[CH:13]=2)=[N:5][C:4]([CH2:25][S:26][CH2:27][C:28](OCC)=[O:29])=[N:3]1.[CH3:33][NH2:34]>>[CH3:33][NH:34][C:28](=[O:29])[CH2:27][S:26][CH2:25][C:4]1[N:5]=[C:6]([NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][N:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[CH:13]=2)[N:2]([CH3:1])[N:3]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 54340775HCID 54340775, compound

Product 1

HCID 53888655HCID 53888655, compound

Procedure

A solution of ethyl [[[1-methyl-5-[[3-[3-(1-piperidinylmethyl)phenoxy]propyl]amino]-1H-1,2,4-triazol-3-yl]methyl]thio]acetate (0.4 g) in ethanolic methylamine (33%, 20 ml) under nitrogen, was heated under reflux for 30 h, cooled, evaporated in vacuo, the residue dissolved in 2N hydrochloric acid (20 ml), and washed with ethyl acetate. The acidic layer was basified with potassium carbonate extracted with ethyl acetate and the extract was dried and evaporated to give an oil (0.28 g) which was chromatographed using System E as eluent to give the title compound (0.13 g) as an oil.

Workup

  1. temperatureunder reflux for 30 h
  2. temperaturecooled
  3. customevaporated in vacuo
  4. dissolutionthe residue dissolved in 2N hydrochloric acid (20 ml)
  5. washwashed with ethyl acetate
  6. extractionextracted with ethyl acetate
  7. customthe extract was dried
  8. customevaporated

Sources & evidence

ORD record
ord-69f8dd9a64f0413cb18161997640ab04
Source dataset
uspto-grants-1984_11
Patent number
US04485104

Reaction notes

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