Potassium Carbonate → HCID 19994772, compound

HRID 2248891Notes

Reaction equation

HRID 2248891 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1.Br[CH2:21][C:22]1[C:30]2[O:29][C:28]([C:31]#[N:32])=[N:27][C:26]=2[CH:25]=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OC(=O)C)C>[C:31]([C:28]1[O:29][C:30]2[C:22]([CH2:21][O:19][C:16]3[CH:15]=[CH:14][C:13]([O:12][CH2:11][C:2]4[CH:3]=[CH:4][C:5]5[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=5)[N:1]=4)=[CH:18][CH:17]=3)=[CH:23][CH:24]=[CH:25][C:26]=2[N:27]=1)#[N:32]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 109887374-[(Quinolin-2-yl)methoxy]phenolHCID 19994725HCID 19994725, compound

Product 1

HCID 19994772HCID 19994772, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

1.0 g of 4-(2-quinolinylmethyloxy)phenol, .9 g of 7-bromomethyl-2-cyanobenzoxazole and 0.5 g of potassium carbonate are stirred at room temperature in 5 ml of dimethylformamide for 2 days. The reaction mixture is diluted with ethylacetate, filtered and concentrated. The residue is chromatographed on silica gel to give 2-cyano-7-(4-(quinolin-2-ylmethyloxy)phenoxymethyl)benzoxazole.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customThe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-c801153355da49e18a3c8f676cc425ba
Source dataset
uspto-grants-1991_08
Patent number
US05041453

Reaction notes

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