Ammonia → HCID 14677565, compound

HRID 330542Notes

Reaction equation

HRID 330542 reaction equation
[CH3:1][C:2]1[O:6][C:5]([CH2:7][N:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[N:10]=[C:9]2[NH:17][CH:18]2[CH2:23][CH2:22][N:21]([CH2:24][C:25]#[N:26])[CH2:20][CH2:19]2)=[CH:4][CH:3]=1.N.[H][H]>[Ni].CO>[NH2:26][CH2:25][CH2:24][N:21]1[CH2:22][CH2:23][CH:18]([NH:17][C:9]2[N:8]([CH2:7][C:5]3[O:6][C:2]([CH3:1])=[CH:3][CH:4]=3)[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[N:10]=2)[CH2:19][CH2:20]1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 13588022HCID 13588022, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14677565HCID 14677565, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 6 parts of 4-[[1-[(5-methyl-2-furanyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidineacetonitrile and 200 parts of methanol, saturated with ammonia was hydrogenated at normal pressure and at room temperature with 2 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 6 parts of N-[1-(2-amino-ethyl)-4-piperidinyl]-1-[(5-methyl-2-furanyl)methyl]-1H-benzimidazol-2-amine as a residue (int. 37).

Workup

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

Sources & evidence

ORD record
ord-b2bfe1802c77480ba671aea0cc0771dc
Source dataset
uspto-grants-1990_01
Patent number
US04897401

Reaction notes

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