Dimethylformamide → HCID 15228888, compound

HRID 1033607Notes

Reaction equation

HRID 1033607 reaction equation
[CH2:1]([C:3]1[N:4]=[C:5]([CH2:48][CH2:49][CH3:50])[N:6]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[C:24]3[N:28]([C:29]([C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=4)([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[N:27]=[N:26][N:25]=3)=[CH:14][CH:13]=2)[C:7]=1[C:8]([OH:10])=[O:9])[CH3:2].I[CH2:52][CH2:53][CH3:54].C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>O.C(OCC)(=O)C>[CH2:1]([C:3]1[N:4]=[C:5]([CH2:48][CH2:49][CH3:50])[N:6]([CH2:11][C:12]2[CH:13]=[CH:14][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[C:24]3[N:28]([C:29]([C:42]4[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=4)([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=4)[N:27]=[N:26][N:25]=3)=[CH:16][CH:17]=2)[C:7]=1[C:8]([O:10][CH2:52][CH2:53][CH3:54])=[O:9])[CH3:2]

Participants

7

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 15228887HCID 15228887, compound

Product 1

HCID 15228888HCID 15228888, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

1.32 g of 4-ethyl-2-propyl-1-[[2'-(N-triphenylmethyl(tetrazol-5-yl))biphenyl-4-yl]methyl]imidazole-5-carboxylic acid, 0.39 mL of iodopropane and 0.55 g potassium carbonate were added to 6 mL DMF. The reaction was allowed to stir for 24 hours then diluted with 12 mL water and 90 mL ethyl acetate. The organic layer was separated and washed five times with water, once with brine and dried with MgSO4. Chromatography with a gradient from 5 to 50% ethyl acetate in hexane gave 0.96 g of desired product.

Workup

  1. customThe organic layer was separated
  2. washwashed five times with water
  3. dry with materialonce with brine and dried with MgSO4

Sources & evidence

ORD record
ord-6fdfa9b250234a4484f21dd1ee08b1e2
Source dataset
uspto-grants-1994_05
Patent number
US05310929

Reaction notes

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