HCID 68694432, compound → HCID 68695399, compound

HRID 1172838Notes

Reaction equation

HRID 1172838 reaction equation
[Cl:1][C:2]1[C:27]([O:28]C)=[CH:26][C:5]2[C:6]([C:9]3[C:10]([CH2:23][CH2:24][CH3:25])=[N:11][CH:12]=[CH:13][C:14]=3[O:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)=[N:7][O:8][C:4]=2[CH:3]=1>ClC(Cl)C.C(OCC)(=O)C>[Cl:1][C:2]1[C:27]([OH:28])=[CH:26][C:5]2[C:6]([C:9]3[C:10]([CH2:23][CH2:24][CH3:25])=[N:11][CH:12]=[CH:13][C:14]=3[O:15][C:16]3[CH:17]=[CH:18][C:19]([Cl:22])=[CH:20][CH:21]=3)=[N:7][O:8][C:4]=2[CH:3]=1

Participants

4

Reactant 1

HCID 68694432HCID 68694432, compound

Product 1

HCID 68695399HCID 68695399, compound

Reagents, catalysts & solvents 2

HCID 63651,1-DichloroethaneSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
85 °C

Procedure

The product from Step 9 (4.3 g, 10 mmol) and boron tribromide dimethyl sulfide complex (12.4 g, 40 mmol) were mixed in dichloroethane (100 mL). The resulting solution was heated at 85° C. for 18 h. The mixture was diluted with ethyl acetate (200 mL), washed with a saturated solution of sodium bicarbonate, dried over magnesium sulfate and concentrated. The residue was purified by chromatography on silica gel to give the title product as a white solid.

Workup

  1. washwashed with a saturated solution of sodium bicarbonate
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-77b3c631ff2f4bddbe1d5568cee4e87a
Source dataset
uspto-grants-2010_11
Patent number
US07834036B2

Reaction notes

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