Triethylamine → HCID 18615630, compound

HRID 277425Notes

Reaction equation

HRID 277425 reaction equation
[Cl:1][C:2]1[C:3]([O:21][CH3:22])=[C:4]([C:6]([N:10]2[C:14](=[O:15])[C:13]3=[CH:16][CH:17]=[CH:18][CH:19]=[C:12]3[C:11]2=[O:20])=[C:7]([F:9])[CH:8]=1)[NH2:5].[CH:23]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][C:24]=1[C:33](Cl)=[O:34].C(N(CC)CC)C>O1CCCC1>[Cl:1][C:2]1[CH:8]=[C:7]([F:9])[C:6]([N:10]2[C:11](=[O:20])[C:12]3=[CH:19][CH:18]=[CH:17][CH:16]=[C:13]3[C:14]2=[O:15])=[C:4]([NH:5][C:33]([C:24]2[CH:25]=[CH:26][C:27]3[C:32](=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:23]=2)=[O:34])[C:3]=1[O:21][CH3:22]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 752462-Naphthoyl chlorideHCID 18615634HCID 18615634, compound

Product 1

HCID 18615630HCID 18615630, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Chloro-5-fluoro-2-methoxy-6-(phthalimido)aniline (0.32 g, 1 mmol), 2-naphthoyl chloride (0.23 g, 1.2 mmol), and triethyl amine (0.12 g, 1.2 mmol) were dissolved in tetrahydrofuran (20 ml) and solution refluxed for 3 hr. Solvent was then removed under reduced pressure and the residue subjected to column chromatography on silica gel. Title compound was eluted with hexane-ethyl acetate (7:3; 0.12 g).

Workup

  1. temperaturesolution refluxed for 3 hr
  2. customSolvent was then removed under reduced pressure
  3. washTitle compound was eluted with hexane-ethyl acetate (7:3; 0.12 g)

Sources & evidence

ORD record
ord-262c968bae5c49b6b01bb42b4bdd7557
Source dataset
uspto-grants-2002_03
Patent number
US06355799B1

Reaction notes

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