Acetic Acid → HCID 90269079, compound

HRID 717214Notes

Reaction equation

HRID 717214 reaction equation
[C:1]1([C:7]2[CH:11]=[C:10]([CH2:12][O:13][C:14]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]=[CH:16][N:15]=3)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ClCCl.[C:27]([OH:30])(=[O:29])[CH3:28]>>[C:27]([OH:30])(=[O:29])[CH3:28].[C:1]1([C:7]2[CH:11]=[C:10]([CH2:12][O:13][C:14]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]=[CH:16][N:15]=3)[O:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 6344DichloromethaneHCID 71761597HCID 71761597, compound

Product 1

HCID 90269079HCID 90269079, compoundYield 58%

Procedure

0.5 mmol of 4-((3-phenyl-isoxazol-5-yl)-methoxy-)-quinazoline was added to a 50 mL single-necked round-bottom flask containing 10 mL of dry dichloromethane. 2 mL of glacial acetic acid was added under stirring. The mixture was stirred for 1-2 hours at 30-40, cooled down, and then crystallized under refrigeration, filtered and dried under vacuum to afford 4-((3-phenyl-isoxazol-5-yl)-methoxy-)-quinazoline acetate as a colorless solid in 58% yield.

Workup

  1. stirringThe mixture was stirred for 1-2 hours at 30-40
  2. temperaturecooled down
  3. customcrystallized under refrigeration
  4. filtrationfiltered
  5. customdried under vacuum

Sources & evidence

ORD record
ord-e1b8d00f975c44a2afd7bfbfedf0799c
Source dataset
uspto-grants-2015_11
Patent number
US09193718B2

Reaction notes

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