HCID 86644786, compound → HCID 67540489, compound

HRID 1400227Notes

Reaction equation

HRID 1400227 reaction equation
[Br-].Br[CH2:3][C:4]([C:6]1[C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=[CH:8][NH+:7]=1)=O.CN(C=O)C.[F:21][C:22]1[CH:30]=[CH:29][C:25]([C:26](=[S:28])[NH2:27])=[CH:24][CH:23]=1>>[F:21][C:22]1[CH:30]=[CH:29][C:25]([C:26]2[S:28][CH:3]=[C:4]([C:6]3[N:7]=[CH:8][CH:9]=[CH:10][C:11]=3[C:12]([O:14][CH3:15])=[O:13])[N:27]=2)=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 86644786HCID 86644786, compoundHCID 86644787HCID 86644787, compound

Product 1

HCID 67540489HCID 67540489, compoundYield 79.8%

Procedure

To a solution of 2-(2-bromoacetyl)-3-(methoxycarbonyl)pyridinium bromide (1.17 g, 3.45 mmol) in 10 ml of DMF 4-fluorobenzothioamide (0.7 g, 4.51 mmol) were added and stirred at room temperature over night. For work up the reaction mixture was evaporated to dryness and the obtained crude oil purified by chromatography on silica gel (eluent: CH2CL2+0.2% methanol) to give 865 mg of the thiazole as yellow oil.

Workup

  1. customFor work up the reaction mixture was evaporated to dryness
  2. customthe obtained crude oil
  3. custompurified by chromatography on silica gel (eluent: CH2CL2+0.2% methanol)

Sources & evidence

ORD record
ord-76f84ab5d2cd4d9f8a21a76074a32380
Source dataset
uspto-grants-2014_12
Patent number
US08906941B2

Reaction notes

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