Hydrogen Bromide → HCID 59497114, compound

HRID 516624Notes

Reaction equation

HRID 516624 reaction equation
Br.C([O:9][C:10]1[CH:15]=[CH:14][N:13]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=2)[C:12](=[O:28])[C:11]=1[Cl:29])C1C=CC=CC=1>C(O)(=O)C>[Cl:29][C:11]1[C:12](=[O:28])[N:13]([CH2:16][C:17]2[CH:18]=[CH:19][C:20]([O:23][C:24]([F:27])([F:25])[F:26])=[CH:21][CH:22]=2)[CH:14]=[CH:15][C:10]=1[OH:9]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 59497108HCID 59497108, compound

Product 1

HCID 59497114HCID 59497114, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

Hydrobromic acid (0.1 ml) was added to a mixture of intermediate D15 (4.5 g, 10.98 mmol) in acetic acid (20 ml). The solution was heated at 130° C. for 30 minutes under microwave irradiation. After cooling to room temperature, the solvent was evaporated in vacuo and the residue was treated with an aqueous saturated solution of NaHCO3 until the solution reached a pH of approximately 8. The white solid that precipitated was collected by filtration and washed with cold DIPE to yield intermediate D16 (1.1 g, 31%).

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was evaporated in vacuo
  3. additionthe residue was treated with an aqueous saturated solution of NaHCO3 until the solution
  4. customThe white solid that precipitated
  5. filtrationwas collected by filtration
  6. washwashed with cold DIPE
  7. customto yield intermediate D16 (1.1 g, 31%)

Sources & evidence

ORD record
ord-0da1f68300be4b2b8eb39c9e1e91934e
Source dataset
uspto-grants-2015_08
Patent number
US09114138B2

Reaction notes

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