Hydrochloric Acid → HCID 58171518, compound

HRID 1752287Notes

Reaction equation

HRID 1752287 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH:11]1[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12]1.Cl>C(Cl)Cl.O1CCOCC1>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH:11]1[CH2:15][CH2:14][NH:13][CH2:12]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69809720HCID 69809720, compound

Product 1

HCID 58171518HCID 58171518, compoundYield 165.8%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl 3-(1-methyl-1H-benzo[d]imidazol-2-yl)pyrrolidine-1-carboxylate (93 mg) was dissolved in CH2Cl2 (3 mL) and 4 M HCl in dioxane (1 mL) was added. The mixture was stirred at rt for 3 h and concentrated to leave 1-methyl-2-(pyrrolidin-3-yl)-1H-benzo[d]imidazole (103 mg) as a red solid. LC-MS Method 1 tR=0.40 min, m/z=202.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-77289f9253e14ec7812543bfad0cc684
Source dataset
uspto-grants-2015_10
Patent number
US09163012B2

Reaction notes

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