Ammonia → HCID 14518037, compound

HRID 2309637Notes

Reaction equation

HRID 2309637 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[CH2:16][CH:17]1[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][CH2:25][C:26]#[N:27])[CH2:19][CH2:18]1.N.[H][H]>[Ni].CO>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[CH2:16][CH:17]1[CH2:18][CH2:19][N:20]([CH2:23][CH2:24][CH2:25][CH2:26][NH2:27])[CH2:21][CH2:22]1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 14518036HCID 14518036, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14518037HCID 14518037, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 7.4 parts of 4-[[1-(2-furanylmethyl)-1H-benzimidazol-2-yl]methyl]-1-piperidinebutanenitrile and 240 parts of methanol saturated with ammonia was hydrogenated at normal pressure and at room temperature with 3 parts of Raney-nickel catalyst. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 7.33 parts (99%) of 4-[[1-(2-furanylmethyl)-1H-benzimidazol-2-yl]methyl]-1-piperidinebutanamine (302).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-c2e4eb6813264135aec14af23823bb0d
Source dataset
uspto-grants-1987_09
Patent number
US04695575

Reaction notes

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