Potassium Carbonate → HCID 22100348, compound

HRID 1457778Notes

Reaction equation

HRID 1457778 reaction equation
[CH2:1]([C:5]1[NH:21][C:8]2=[N:9][C:10]([CH2:19][OH:20])=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:12]=[C:7]2[N:6]=1)[CH2:2][CH2:3][CH3:4].[CH2:22]([O:24][CH:25]([N:27]1[C:31]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=2[C:38]2[CH:43]=[CH:42][C:41]([CH2:44]Br)=[CH:40][CH:39]=2)=[N:30][N:29]=[N:28]1)[CH3:26])[CH3:23].C([O-])([O-])=O.[K+].[K+]>CN(C)C=O.C(OCC)(=O)C>[CH2:1]([C:5]1[N:21]([CH2:44][C:41]2[CH:40]=[CH:39][C:38]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=3[C:31]3[N:27]([CH:25]([O:24][CH2:22][CH3:23])[CH3:26])[N:28]=[N:29][N:30]=3)=[CH:43][CH:42]=2)[C:8]2=[N:9][C:10]([CH2:19][OH:20])=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:12]=[C:7]2[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 22100382HCID 22100382, compoundHCID 178441435HCID 178441435, compound

Product 1

HCID 22100348HCID 22100348, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

2.1 g(0.0075 mole) of the compound obtained in step 9 and 3.6 g(0.009 mole) of 2'-[1-(1-ethoxyethyl)-1H-tetrazol-5-yl]-biphenyl-4-ylmethyl bromide were dissolved in 20 ml of dimethyl formamide and to the resulting solution was added 2.1 g(0.015 mole) of K2CO3. The resultant was stirred for 5 hours at room temperature and diluted with 100 ml of ethyl acetate, and washed with water(50 ml×3). The organic layer was dried over Na2SO4, concentrated under reduced pressure and purified with column chromatography(5% MeOH/CH2Cl2) to obtain 2.85 g of the title compound(yield 65%).

Workup

  1. washwashed with water(50 ml×3)
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated under reduced pressure
  4. custompurified with column chromatography(5% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-2f7ff8015c6d43b2bfb7e203bc450c26
Source dataset
uspto-grants-1998_12
Patent number
US05849753

Reaction notes

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