Water → HCID 17962902, compound

HRID 557603Notes

Reaction equation

HRID 557603 reaction equation
B(Br)(Br)Br.[C:5]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([NH:18][C:19](=[O:28])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26]C)=[CH:15][CH:16]=2)[C:11]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([CH3:29])[CH2:10][C:9]1([CH3:37])[CH3:36])(=[O:7])[CH3:6].O>ClCCl>[C:5]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([NH:18][C:19](=[O:28])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[OH:26])=[CH:15][CH:16]=2)[C:11]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([CH3:29])[CH2:10][C:9]1([CH3:37])[CH3:36])(=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 17962874HCID 17962874, compound

Product 1

HCID 17962902HCID 17962902, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

BBr3 (0.69 ml) was added dropwise to a solution of 1-acetyl-6-(2-methoxybenzoyl)amino-4-phenyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline (0.64 g) in dichloromethane (40 mL). After stirring for 4 h, TLC indicated complete conversion. Water was added to the reaction mixture and stirring was continued for 15 min. The mixture was washed with 5% aq. NaHCO3 and water. The organic layer was dried (MgSO4) and concentrated in vacuo. The resulting product was used without further purification.

Workup

  1. stirringstirring
  2. waitwas continued for 15 min
  3. washThe mixture was washed with 5% aq. NaHCO3 and water
  4. dry with materialThe organic layer was dried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe resulting product was used without further purification

Sources & evidence

ORD record
ord-fbfec4bfc72c444792ed99c583207d84
Source dataset
uspto-grants-2011_11
Patent number
US08058441B2

Reaction notes

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