Iodoethane → HCID 18974005, compound

HRID 2395042Notes

Reaction equation

HRID 2395042 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][NH:9][C:10](=O)[C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:13][CH:12]=2)[CH:2]=1.[CH2:35]([I:37])[CH3:36]>CN(C=O)C>[I-:37].[CH2:35]([N+:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][NH:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:13][CH:12]=2)[CH:2]=1)[CH3:36]

Participants

4

Reactant 2

HCID 6340IodoethaneHCID 70347336HCID 70347336, compound

Product 1

HCID 18974005HCID 18974005, compoundYield 35.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of N-(2-(3-pyridyl)ethyl)-4-[3-(2-benzyloxyphenyl) propyl]benzamide(1 g) and ethyl iodide (0.54 g) was stirred in DMF (5 ml) at 100° C. for 4 hours. The solvent was evaporated and the residue crystallised from ethyl acetate to give 1-ethyl-3-[2-(4-[3-(2-benzyloxyphenyl)propyl]benzylamino)ethyl]pyridinium iodide (463 mg); mpt 89° C.

Workup

  1. customThe solvent was evaporated
  2. customthe residue crystallised from ethyl acetate

Sources & evidence

ORD record
ord-a7cb26b288c44294a6dabf5f4d4c111b
Source dataset
uspto-grants-1998_09
Patent number
US05811459

Reaction notes

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