Ammonia → HCID 20483508, compound

HRID 1764337Notes

Reaction equation

HRID 1764337 reaction equation
[CH:1]([NH:4][CH2:5][CH:6]([OH:17])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][N:10]=1)([CH3:3])[CH3:2].N>CO.[Ni]>[NH2:16][CH2:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:7][CH:6]([OH:17])[CH2:5][NH:4][CH:1]([CH3:2])[CH3:3])=[N:10][CH:11]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 204835186-{2-Hydroxy-3-[(propan-2-yl)amino]propoxy}pyridine-3-carbonitrile

Product 1

HCID 20483508HCID 20483508, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

12.5 g of 2-(3'-isopropylamino-2'-hydroxy-propoxy)-5-cyano-pyridine are dissolved in 100 ml of methanol. 5-7 g of ammonia are added to the solution and after adding 3 g of Raney nickel hydrogenation is carried out at 70°-80° C. and 40 bars initial pressure of hydrogen, until the absorption of hydrogen ceases. The catalyst is filtered off, the solution is evaporated and the residue is distilled in a bulb tube at 140° C./0.01 mm Hg. 5-Aminomethyl-2-(3'-isopropylamino-2'-hydroxy-propoxy)-pyridine is thus obtained as a slightly yellowish oil.

Workup

  1. customis carried out at 70°-80° C.
  2. custom40 bars initial pressure of hydrogen, until the absorption of hydrogen ceases
  3. filtrationThe catalyst is filtered off
  4. customthe solution is evaporated
  5. distillationthe residue is distilled in a bulb tube at 140° C./0.01 mm Hg

Sources & evidence

ORD record
ord-1b4ad9eaada24d8ea08cd2321b42496d
Source dataset
uspto-grants-1978_09
Patent number
US04115575

Reaction notes

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