Acetic Acid Mixture with Hydrobromic Acid → HCID 86684167, compound

HRID 1024103Notes

Reaction equation

HRID 1024103 reaction equation
Cl[C:2]1[CH:3]=[C:4]([NH:11][C:12]2[CH:21]=[C:15]3[CH2:16][N:17]([CH3:20])[CH2:18][CH2:19][N:14]3[N:13]=2)[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1.[BrH:22].CC(O)=O>>[Br:22][C:2]1[CH:3]=[C:4]([NH:11][C:12]2[CH:21]=[C:15]3[CH2:16][N:17]([CH3:20])[CH2:18][CH2:19][N:14]3[N:13]=2)[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1

Participants

3

Reactant 2

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 86684166HCID 86684166, compound

Product 1

HCID 86684167HCID 86684167, compound

Conditions

Temperature
150 °C

Procedure

To an autoclave was charged 124f (800 mg, 2.6 mmol)) and HBr/AcOH (60 mL). It was heated at 150° C. for 18 h. The reaction mixture was concentrated under reduced pressure to give black oil. The oil was recrystallized from methanol (30 mL)/dichloromethane (30 mL)/petroleum ether (90 mL) to 124g as a yellow solid (600 mg, 66%). MS-ESI: [M+H]+ 348.1

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto give black oil
  3. customThe oil was recrystallized from methanol (30 mL)/dichloromethane (30 mL)/petroleum ether (90 mL) to 124g as a yellow solid (600 mg, 66%)

Sources & evidence

ORD record
ord-1f2ad00b3893411faffabd440c254928
Source dataset
uspto-grants-2014_05
Patent number
US08722676B2

Reaction notes

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