Potassium Carbonate → HCID 21472367, compound

HRID 2294894Notes

Reaction equation

HRID 2294894 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[NH:15][C:14]([CH2:16][CH2:17][CH2:18][CH3:19])=[N:13][C:5]2=[N:6][C:7]=1[CH:8]([O:11][CH3:12])[O:9][CH3:10].[CH2:20]([O:22][CH:23]([N:25]1[C:29]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[C:36]2[CH:41]=[CH:40][C:39]([CH2:42]Br)=[CH:38][CH:37]=2)=[N:28][N:27]=[N:26]1)[CH3:24])[CH3:21].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[N:15]=[C:14]([CH2:16][CH2:17][CH2:18][CH3:19])[N:13]([CH2:42][C:39]3[CH:38]=[CH:37][C:36]([C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=4[C:29]4[N:25]([CH:23]([O:22][CH2:20][CH3:21])[CH3:24])[N:26]=[N:27][N:28]=4)=[CH:41][CH:40]=3)[C:5]2=[N:6][C:7]=1[CH:8]([O:11][CH3:12])[O:9][CH3:10]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 21472354HCID 21472354, compoundHCID 22100382HCID 22100382, compound

Product 1

HCID 21472367HCID 21472367, compoundYield 59.3%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

0.61 g (1.86 mmole) of the compound obtained in step 8 was dissolved in 3 ml of DMF and thereto were added 0.79 g (2.05 mmole) of 2'-[1-(1-ethoxyethyl)-1H-tetrazol-5-yl]-biphenyl-4-ylmethylbromide and 0.51 g (3.72 mmole) of K2CO3. The resulting solution was stirred at room temperature for 5 hours and diluted with 50 ml of ethyl acetate. The resultant was washed with water (25 ml×3) and dried over Na2SO4, and then concentrated under reduced pressure and purified with column chromatography (hexane:ethyl acetate=1:1) to obtain 0.7 g of the title compound (yield 59%).

Workup

  1. washThe resultant was washed with water (25 ml×3)
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated under reduced pressure
  4. custompurified with column chromatography (hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-ca5ca9a6e5f849b8a2447847d8a66103
Source dataset
uspto-grants-1997_11
Patent number
US05691348

Reaction notes

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