Hydrogen Bromide → HCID 13588067, compound

HRID 2309495Notes

Reaction equation

HRID 2309495 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][N:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[NH:17][CH:18]1[CH2:23][CH2:22][N:21](C(OCC)=O)[CH2:20][CH2:19]1.[BrH:29]>O>[BrH:29].[BrH:29].[BrH:29].[NH:21]1[CH2:20][CH2:19][CH:18]([NH:17][C:9]2[N:8]([CH2:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[N:10]=2)[CH2:23][CH2:22]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 13587988HCID 13587988, compound

Product 1

HCID 13588067HCID 13588067, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 30 parts of ethyl 4-[[1-[(2-pyridinyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinecarboxylate and 300 parts of a hydrobromic acid solution 48% in water was stirred and heated for 3 hours at 80° C. The reaction mixture was evaporated and the residue was crystallized from methanol, yielding 41 parts (93.2%) of N-(4-piperidinyl)-1-[(2-pyridinyl)methyl]-1H-benzimidazol-2-amine trihydrobromide; mp. 295.9° C. (intermediate 80).

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue was crystallized from methanol

Sources & evidence

ORD record
ord-0ac96d76530140b6b9e75ed8f1535476
Source dataset
uspto-grants-1987_09
Patent number
US04695569

Reaction notes

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