2-Naphthoyl chloride → HCID 15538691, compound

HRID 1597181Notes

Reaction equation

HRID 1597181 reaction equation
[NH2:1][C:2]1[C:7]2[N:8]([CH3:13])[C:9](=[O:12])[CH2:10][O:11][C:6]=2[CH:5]=[C:4]([F:14])[C:3]=1[N:15]1[C:20](=[O:21])[CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[N:17]([CH3:26])[C:16]1=[O:27].[CH:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=[CH:30][C:29]=1[C:38](Cl)=[O:39]>O1CCOCC1>[CH:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=[CH:30][C:29]=1[C:38]([NH:1][C:2]1[C:7]2[N:8]([CH3:13])[C:9](=[O:12])[CH2:10][O:11][C:6]=2[CH:5]=[C:4]([F:14])[C:3]=1[N:15]1[C:20](=[O:21])[CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[N:17]([CH3:26])[C:16]1=[O:27])=[O:39]

Participants

4

Reactant 2

HCID 752462-Naphthoyl chlorideHCID 15538684HCID 15538684, compound

Product 1

HCID 15538691HCID 15538691, compoundYield 43.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3-[5-Amino-7-fluoro-4-methyl-2H-1,4-benzoxazine-3(4H)-on-6-yl]-1-methyl-6-trifluoromethyl-2,4-(1H, 3H)-pyrimidinedione (0.49 g) and 2-naphthoyl chloride (0.26 g) were mixed in dioxane (35 ml), the resulting mixture was refluxed for 7 hr. After evaporation, the residue was purified by silica gel column (hexane to 30% and 50% ethyl acetate) to yield the title compound (0.3 g).

Workup

  1. temperaturethe resulting mixture was refluxed for 7 hr
  2. customAfter evaporation
  3. customthe residue was purified by silica gel column (hexane to 30% and 50% ethyl acetate)

Sources & evidence

ORD record
ord-6ff746f6964848b38d3670927b6e40ec
Source dataset
uspto-grants-2001_09
Patent number
US06294503B1

Reaction notes

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