Benzyl Bromide → HCID 9820829, compound

HRID 988220Notes

Reaction equation

HRID 988220 reaction equation
[Na].[Br-].[NH2:3][C:4]1[C:9]([O:10][CH:11]([CH3:13])[CH3:12])=[CH:8][CH:7]=[CH:6][N+:5]=1[CH2:14][C:15]([O:17]CC)=O.[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(O)C>[CH2:20]([C:14]1([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:5]2[CH:6]=[CH:7][CH:8]=[C:9]([O:10][CH:11]([CH3:12])[CH3:13])[C:4]2=[N:3][C:15]1=[O:17])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 5360545SodiumHCID 15548172HCID 15548172, compound

Product 1

HCID 9820829HCID 9820829, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Metallic sodium (81 mg) is added to 3.0 ml of absolute ethanol and is stirred for one hour at room temperature. Then, the reaction mixture was added with 586 mg (1.77 mmol) of 2-amino-3-isopropoxy-1-(ethoxy-carbonylmethyl) pyridiniumbromide and stirred at room temperature for one hour. Then, the reaction mixture was added with 605 mg (3.54 mmol) of benzylbromide at 0° C. and stirred at room temperature for 4 hours. Then, the resulting precipitates were filtrated out and dried. The obtained crystals were re-crystallized from ethanol to obtain 588 mg (yield: 92%) of the titled compound.

Workup

  1. stirringstirred at room temperature for one hour
  2. stirringstirred at room temperature for 4 hours
  3. customThen, the resulting precipitates
  4. filtrationwere filtrated out
  5. customdried
  6. customThe obtained crystals were re-crystallized from ethanol

Sources & evidence

ORD record
ord-950f8a2ccb1f4e32ad4d09a7f0b74fc5
Source dataset
uspto-grants-2003_10
Patent number
US06635652B1

Reaction notes

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