Hydrogen Bromide → HCID 86741196, compound

HRID 979917Notes

Reaction equation

HRID 979917 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][N:10]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]=[C:11]1[NH:19][CH:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][NH:28]C(=O)OCC)[CH2:22][CH2:21]1.[BrH:34]>O>[BrH:1].[BrH:34].[BrH:1].[NH2:28][CH2:27][CH2:26][N:23]1[CH2:24][CH2:25][CH:20]([NH:19][C:11]2[N:10]([CH2:9][C:3]3[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=3[Br:1])[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[N:12]=2)[CH2:21][CH2:22]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 54142164HCID 54142164, compound

Product 1

HCID 86741196HCID 86741196, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 33 parts of ethyl [2-[4-[[1-[(2-bromo-4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl ]ethyl]carbamate and 750 parts of a hydrobromic acid solution 48% in water was stirred overnight at 80° C. The reaction mixture was evaporated. The residue was crystallized from ethanol. The product was filtered off and dried, yielding 22.5 parts (65%) of N-[1-(2-aminoethyl)-4-piperidinyl]-1-[(2-bromo-4-fluorophenyl)methyl]-1H-benzimidazol-2-amine trihydrobromide.monohydrate; mp. 224.7° C. (164).

Workup

  1. customThe reaction mixture was evaporated
  2. customThe residue was crystallized from ethanol
  3. filtrationThe product was filtered off
  4. customdried

Sources & evidence

ORD record
ord-40558001925f4911b3d94ff145ebbad5
Source dataset
uspto-grants-1987_01
Patent number
US04634704

Reaction notes

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