Trityl chloride → 3-(5-methyl-1H-imidazol-1-yl)propan-1-amine

HRID 574691Notes

Reaction equation

HRID 574691 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][NH:5][CH:6]=1.C([N:9]([CH2:12][CH3:13])CC)C.Cl[C:15](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>CN(C)C=O>[CH3:1][C:2]1[N:3]([CH2:15][CH2:13][CH2:12][NH2:9])[CH:4]=[N:5][CH:6]=1

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 178418800HCID 178418800, compound

Product 1

HCID 194294833-(5-methyl-1H-imidazol-1-yl)propan-1-amine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-methyl-1H-imidazole (1) (36.53 mmol, 1 eq) of was dissolved in 120 mL of dimethylformamide, triethylamine (73.06 mmol, 2 eq.) and chlorotriphenylmethane (40.1 mmol, 1.1 eq) where added. The mixture was stirred for 3.5 h. The precipitate filtered off and was washed by means of ice-cooled dimethylformamide (2×50 mL) and water (2×50 mL). After removal of the solvent the remaining product was dried over P4O10.

Workup

  1. filtrationThe precipitate filtered off
  2. washwas washed by means of ice-
  3. temperaturecooled dimethylformamide (2×50 mL) and water (2×50 mL)
  4. customAfter removal of the solvent the remaining product
  5. dry with materialwas dried over P4O10

Sources & evidence

ORD record
ord-480a8e7950ce4763b610396b9dbaa009
Source dataset
uspto-grants-2015_05
Patent number
US09034907B2

Reaction notes

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