HCID 67135110, compound → HCID 57424143, compound

HRID 2069735Notes

Reaction equation

HRID 2069735 reaction equation
C(O[C:4](=[O:25])[C:5]([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Br:24])[CH:19]=1)=[CH:6][NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:9]=1)C>O>[Br:24][C:20]1[CH:19]=[C:18]([C:5]2[C:4](=[O:25])[C:13]3[C:8](=[CH:9][C:10]([C:14]([CH3:15])([CH3:16])[CH3:17])=[CH:11][CH:12]=3)[NH:7][CH:6]=2)[CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 1

HCID 67135110HCID 67135110, compound

Product 1

HCID 57424143HCID 57424143, compoundYield 88.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

To 2-(3-Bromo-phenyl)-3-(3-tert-butyl-phenylamino)-acrylic acid ethyl ester (151 mg, 0.388 mmol) was added 10 g of polyphosphoric acid. The resulting mixture was heated at 140° C. for 90 minutes. 80 mL of water was added. The mixture was stirred for 40 minutes. The resulting precipitate was filtered, washed with water, and air dried for 3 days to yield 3-(3-Bromo-phenyl)-7-tert-butyl-1H-quinolin-4-one (123 mg. 0.345 mmol). MS (ESI) 356 (M+H)+.

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water, and air
  3. customdried for 3 days

Sources & evidence

ORD record
ord-f3c41a6385ff4dddab4f51902d9c4257
Source dataset
uspto-grants-2012_10
Patent number
US08299077B2

Reaction notes

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