Pyrrolidine → HCID 178509652, compound

HRID 1938621Notes

Reaction equation

HRID 1938621 reaction equation
C[N:2]([CH2:4][C:5]1[N:9](C(CCCCCC)C(O)=O)[C:8]2[CH:20]=[CH:21][C:22]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]3[N:31]=NNN=3)=[CH:23][C:7]=2[N:6]=1)[CH3:3].N1C[CH2:38][CH2:37][CH2:36]1>C1COCC1>[C:30]([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[C:22]1[CH:21]=[CH:20][C:8]2[NH:9][C:5]([CH2:4][N:2]3[CH2:3][CH2:38][CH2:37][CH2:36]3)=[N:6][C:7]=2[CH:23]=1)#[N:31]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 21468924HCID 21468924, 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 mole, 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-pyrrolidinomethyl)-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-62eef389a7e3468a8a473efc4945648b
Source dataset
uspto-grants-1997_12
Patent number
US05693633

Reaction notes

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