Potassium Carbonate → HCID 59132742, compound

HRID 1993055Notes

Reaction equation

HRID 1993055 reaction equation
[CH3:1][O:2][C:3](=[O:20])[CH:4]([CH:9]([C:13]1[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=1)[C:10]#[C:11][CH3:12])[C:5]([O:7][CH3:8])=[O:6].Br[CH2:22][C:23]1[CH:24]=[C:25]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:26]=[CH:27][CH:28]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.C(OCC)(=O)C>[CH3:8][O:7][C:5](=[O:6])[CH:4]([CH:9]([C:13]1[CH:14]=[CH:15][C:16]([NH:19][CH2:22][C:23]2[CH:24]=[C:25]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH:26]=[CH:27][CH:28]=2)=[CH:17][CH:18]=1)[C:10]#[C:11][CH3:12])[C:3]([O:2][CH3:1])=[O:20]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 38644053-(Bromomethyl)biphenylHCID 59132632HCID 59132632, compound

Product 1

HCID 59132742HCID 59132742, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of compound 35.2 (1.0 mmol), 3-(bromomethyl)biphenyl (1.3 mmol) and K2CO3 (2.0 mmol) in DMF (10 ml) was stirred at 90° C. for 19 h. After diluting with ethyl acetate, the mixture was washed with aqueous Na2CO3 and then with brine, dried over Na2SO4, and concentrated in vacuo. The resulting residue was purified using silica gel column chromatography (hexane/ethyl acetate=2/1) to give compound 35.3.

Workup

  1. washthe mixture was washed with aqueous Na2CO3
  2. dry with materialwith brine, dried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe resulting residue was purified

Sources & evidence

ORD record
ord-c725b8451d194576a16373c153287165
Source dataset
uspto-grants-2010_01
Patent number
US07649110B2

Reaction notes

Loading…