Ethylene Oxide → HCID 45260461, compound

HRID 1856564Notes

Reaction equation

HRID 1856564 reaction equation
[BrH:1].[F:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[N:12]=[C:11]2[NH:19][CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[CH:5][CH:4]=1.[O:26]1[CH2:28][CH2:27]1>CO>[BrH:1].[F:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[N:12]=[C:11]2[NH:19][CH:20]2[CH2:21][CH2:22][N:23]([CH2:28][CH2:27][OH:26])[CH2:24][CH2:25]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 6354Ethylene OxideHCID 2334511075970-64-8

Product 1

HCID 45260461HCID 45260461, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred mixture of 40.4 parts of 1-(4-fluorophenylmethyl)-N-(4-piperidinyl)-1H-benzimidazol-2-amine hydrobromide and 400 parts of methanol are added 8.8 parts of oxirane and stirring is continued overnight at room temperature. The reaction mixture is evaporated and the residue is taken up in water. The precipitated product is filtered off and dried, yielding 29 parts (64%) of 4-[1-(4-fluorophenylmethyl)-1H-benzimidazol-2-ylamino]-1-piperidineethanol monohydrobromide; mp. 248.2° C.

Workup

  1. customThe reaction mixture is evaporated
  2. filtrationThe precipitated product is filtered off
  3. customdried

Sources & evidence

ORD record
ord-4408b8df659b461e9171645815260f26
Source dataset
uspto-grants-1980_08
Patent number
US04219559

Reaction notes

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