Ethyl Acetate → HCID 67198734, compound

HRID 1408515Notes

Reaction equation

HRID 1408515 reaction equation
[CH:1]1([C:4]2[N:8]([C:9]3[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=3)[N:7]=[C:6]([C:18]([F:21])([F:20])[F:19])[CH:5]=2)[CH2:3][CH2:2]1.[Cl:22]N1C(=O)CCC1=O.CCOC(C)=O>CN(C=O)C>[Cl:22][C:5]1[C:6]([C:18]([F:20])([F:21])[F:19])=[N:7][N:8]([C:9]2[CH:10]=[CH:11][C:12]([N+:15]([O-:17])=[O:16])=[CH:13][CH:14]=2)[C:4]=1[CH:1]1[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 31398ChlorosuccinimideHCID 25247450HCID 25247450, compound

Product 1

HCID 67198734HCID 67198734, compoundYield 0.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Intermediate 13 (1 g, 3.36 mmol) was dissolved in DMF and to this N-Chlorosuccinimide (0.54 g, 4.0 mmol) was added at 0° C. Then reaction was allowed to stir at rt for 2 h. After completion of the reaction, work up (EtOAc) afforded the title compound (0.802 mg). 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 8.39 (d, J 9, 2H), 7.82 (d, J 9, 2H), 1.91-1.80 (m, 1H), 1.10-1.00 (m, 2H), 0.80-0.72 (m, 2H).

Workup

  1. additionwas added at 0° C
  2. customThen reaction

Sources & evidence

ORD record
ord-ba0da636cf224bbb8a124023c8077021
Source dataset
uspto-grants-2014_12
Patent number
US08921364B2

Reaction notes

Loading…