Ethyl Acetate → HCID 69374948, compound

HRID 861006Notes

Reaction equation

HRID 861006 reaction equation
[CH3:1][S:2]([C:5]([C:8]1[CH:9]=[C:10]2[C:15](=[C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]4[CH:25]=[N:26][CH:27]=[C:28]([S:30]CC[Si](C)(C)C)[CH:29]=4)[CH:19]=3)[CH:17]=1)[N:14]=[CH:13][CH:12]=[CH:11]2)([CH3:7])[CH3:6])(=[O:4])=[O:3].[CH2:37]([O:39][C:40](=[O:45])[C:41](Br)([F:43])[F:42])[CH3:38].CCOC(C)=O>CCOCC>[CH2:37]([O:39][C:40](=[O:45])[C:41]([F:43])([F:42])[S:30][C:28]1[CH:27]=[N:26][CH:25]=[C:24]([C:20]2[CH:21]=[CH:22][CH:23]=[C:18]([C:16]3[CH:17]=[C:8]([C:5]([S:2]([CH3:1])(=[O:4])=[O:3])([CH3:6])[CH3:7])[CH:9]=[C:10]4[C:15]=3[N:14]=[CH:13][CH:12]=[CH:11]4)[CH:19]=2)[CH:29]=1)[CH3:38]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 69585Ethyl bromodifluoroacetateHCID 69374263HCID 69374263, compound

Product 1

HCID 69374948HCID 69374948, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Prepared according to the procedure described in EXAMPLE 24 (Step 5) but using 6-(1-methanesulfonyl-1-methyl-ethyl)-8-{3-[5-(2-trimethylsilanyl-ethylsulfanyl)-pyridin-3-yl]-phenyl}-quinoline from EXAMPLE 24 (Step 2) and bromo-difluoro-acetic acid ethyl ester as starting materials. Flash chromatography (Hex:EtOAc; 1:4) and stirring in Hex:Et2O afforded the title compound as a white solid after filtration.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1c01e71490ed42cf9adaf329a3e4ffeb
Source dataset
uspto-grants-2006_12
Patent number
US07153968B2

Reaction notes

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