Potassium Carbonate → HCID 59198473, compound

HRID 1896498Notes

Reaction equation

HRID 1896498 reaction equation
[Br:1][C:2]1[C:3]2[S:11][C:10]3[CH:12]=[CH:13][C:14]([Cl:16])=[CH:15][C:9]=3[C:4]=2[C:5](Cl)=[N:6][CH:7]=1.[CH3:17][O:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][NH2:24])=[CH:21][CH:20]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CCOC(C)=O.CCOCC>[Br:1][C:2]1[C:3]2[S:11][C:10]3[CH:12]=[CH:13][C:14]([Cl:16])=[CH:15][C:9]=3[C:4]=2[C:5]([NH:24][CH2:23][C:22]2[CH:25]=[CH:26][C:19]([O:18][CH3:17])=[CH:20][CH:21]=2)=[N:6][CH:7]=1

Participants

6

Reactant 2

HCID 11430Potassium CarbonateHCID 86639254HCID 86639254, compound

Product 1

HCID 59198473HCID 59198473, compound

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture containing 4-bromo-1,8-dichloro[1]benzothieno[3,2-c]pyridine-4-methoxybenzylamine (5 equiv), K2CO3 (4.0 equiv) in DMF (0.2 M) was placed in a microwave reactor at 200° C. for 3.3 min. The reaction was diluted with EtOAc and ether and washed with H2O. The organic solvents were separated and evaporated. The desired product was purified by flash chromatography (10% EtOAc in hexanes).

Workup

  1. washwashed with H2O
  2. customThe organic solvents were separated
  3. customevaporated
  4. customThe desired product was purified by flash chromatography (10% EtOAc in hexanes)

Sources & evidence

ORD record
ord-4253d38ec4f84ef1b160aa9262949528
Source dataset
uspto-grants-2013_08
Patent number
US08518964B2

Reaction notes

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