HCID 58392486, compound → HCID 58392178, compound

HRID 561437Notes

Reaction equation

HRID 561437 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:19]2[C:27]3[C:22](=[C:23]([CH2:28][S:29][CH3:30])[CH:24]=[CH:25][CH:26]=3)[NH:21][CH:20]=2)[CH:9]2C(=O)O[C:12](C)([CH3:16])[O:11][C:10]2=[O:18])=[CH:4][C:3]=1[F:31]>N1C=CC=CC=1.C(O)C.[Cu]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:19]2[C:27]3[C:22](=[C:23]([CH2:28][S:29][CH3:30])[CH:24]=[CH:25][CH:26]=3)[NH:21][CH:20]=2)[CH2:9][C:10]([O:11][CH2:12][CH3:16])=[O:18])=[CH:4][C:3]=1[F:31]

Participants

5

Reactant 1

HCID 58392486HCID 58392486, compound

Product 1

HCID 58392178HCID 58392178, compound

Reagents, catalysts & solvents 3

HCID 23978CopperCatalystHCID 702EthanolSolventHCID 1049PyridineSolvent

Procedure

17 mg (262 μmol) of copper powder were added to a solution of 2.42 g (5.24 mmol) of the compound from Example 95A in 10 ml of pyridine and 2 ml of ethanol. The reaction mixture was heated under reflux for 4 h. It was concentrated, and the crude product was purified by preparative HPLC (mobile phase: acetonitrile/water gradient) to result in 1.82 g (85% of theory) of the title compound.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 4 h
  3. concentrationIt was concentrated
  4. customthe crude product was purified by preparative HPLC (mobile phase: acetonitrile/water gradient)

Sources & evidence

ORD record
ord-c0e6208e605443aeb8d7ba1f814a3e8c
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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