Acetic Acid Mixture with Hydrobromic Acid → HCID 68486396, compound

HRID 1878023Notes

Reaction equation

HRID 1878023 reaction equation
C([C:3]1[CH:4]=[CH:5][C:6]2[N:11](CC3C=CC(OC)=CC=3)[C:10](=[O:21])[O:9][C:8]([CH2:26][NH:27][C:28](=[O:36])[C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=3)([C:22]([F:25])([F:24])[F:23])[C:7]=2[CH:37]=1)#N.Br.[C:39]([OH:42])(=[O:41])C>O>[F:35][C:32]1[CH:31]=[CH:30][C:29]([C:28]([NH:27][CH2:26][C:8]2([C:22]([F:25])([F:24])[F:23])[C:7]3[CH:37]=[C:3]([C:39]([OH:42])=[O:41])[CH:4]=[CH:5][C:6]=3[NH:11][C:10](=[O:21])[O:9]2)=[O:36])=[CH:34][CH:33]=1

Participants

4

Reactant 2

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 68489196HCID 68489196, compound

Product 1

HCID 68486396HCID 68486396, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

N-{[6-cyano-1-(4-methoxybenzyl)-2-oxo-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-4-yl]methyl}-4-fluorobenzamide was dissolved in 25% hydrogen bromide-acetic acid (5 mL) and water (1 mL), and the solution was stirred overnight at 100° C. The temperature of the solution was brought to room temperature, and water was added thereto under stirring. After the solution was stirred at room temperature for 30 minutes, the resulting brown solid was dried under reduced pressure, whereby the objective compound (317 mg, 55%) was obtained as a brown solid.

Workup

  1. customwas brought to room temperature
  2. stirringAfter the solution was stirred at room temperature for 30 minutes
  3. dry with materialthe resulting brown solid was dried under reduced pressure, whereby the objective compound (317 mg, 55%)
  4. customwas obtained as a brown solid

Sources & evidence

ORD record
ord-94c06074f48b4487ade34d309ee01bc0
Source dataset
uspto-grants-2012_11
Patent number
US08314094B2

Reaction notes

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