Potassium Carbonate → HCID 59199313, compound

HRID 2079630Notes

Reaction equation

HRID 2079630 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:23]([F:26])([F:25])[F:24])[CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH2:22])(=[O:21])=[O:20])=[CH:15][CH:14]=1)[N:8]=[CH:7]2.[F:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][N:29]=1.C(=O)([O-])[O-].[K+].[K+]>COCCOC.C(OCC)(=O)C>[F:27][C:28]1[N:29]=[CH:30][C:31]([C:2]2[CH:3]=[C:4]([C:23]([F:26])([F:24])[F:25])[CH:5]=[C:6]3[C:11]=2[N:10]=[C:9]([NH:12][C:13]2[CH:14]=[CH:15][C:16]([S:19]([NH2:22])(=[O:21])=[O:20])=[CH:17][CH:18]=2)[N:8]=[CH:7]3)=[CH:32][CH:33]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 2783397(6-Fluoropyridin-3-yl)boronic acidHCID 250160044-[[8-Bromo-6-(trifluoromethyl)-2-quinazolinyl]amino]benzenesulfonamide

Product 1

HCID 59199313HCID 59199313, compound

Reagents, catalysts & solvents 2

HCID 80711,2-DimethoxyethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a 0.050 M solution of 4-(8-bromo-6-(trifluoromethyl)quinazolin-2-ylamino)benzenesulfonamide (1.0 eq) in DME was added 2-fluoro-5-pyridineboronic acid (3.0 eq), (dppf)Pd(II)Cl2-CH2Cl2 (0.050 eq) and 2M aqueous potassium carbonate (8.0 eq). The mixture was microwaved at 120° C. for 10 min and then diluted with ethyl acetate and filtered through a pad of silica gel. The filtrate was concentrated to give the desired product which was used without further purification. ES/MS m/z 464 (MH+).

Workup

  1. customThe mixture was microwaved at 120° C. for 10 min
  2. filtrationfiltered through a pad of silica gel
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-8d40c7a4fba04c7db3b326dacee65c9c
Source dataset
uspto-grants-2011_04
Patent number
US07932262B2

Reaction notes

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