Pyrrolidine → HCID 178509652, compound

HRID 743900Notes

Reaction equation

HRID 743900 reaction equation
Cl[CH2:2][C:3]1[NH:7][C:6]2[CH:8]=[CH:9][C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[C:18]#[N:19])=[CH:11][C:5]=2[N:4]=1.[NH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1>C1COCC1>[C:18]([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:10]1[CH:9]=[CH:8][C:6]2[NH:7][C:3]([CH2:2][N:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)=[N:4][C:5]=2[CH:11]=1)#[N:19]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 178509649HCID 178509649, compound

Product 1

HCID 178509652HCID 178509652, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Chloromethyl-5-(2-cyanophenyl)-1H-benzimidazole (2.28 mmoles, 0.54 g-see Example 35) and pyrrolidine (5.26 mmole, 0.375 g.) were dissolved in THF and stirred at room temperature. The solvents were removed in vacuo. The residue was dissolved in ethyl acetate, washed with water, and concentrated to yield 0.583 g of 5-(2-Cyanophenyl)-2(1-pyrroidinomethyl)-1H-benzimidazole.

Workup

  1. customThe solvents were removed in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with water
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-635a0d9e0ff04e4a8873725ccb4efd42
Source dataset
uspto-grants-1996_09
Patent number
US05556981

Reaction notes

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