Diethyl Ether → HCID 135705321, compound

HRID 2163592Notes

Reaction equation

HRID 2163592 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13]CC1C=CC=CC=1)[N:9]=[C:8]1[N:21]=[C:22]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[NH:23][C:24](=[O:25])[C:7]1=[CH:6]2.CCOCC>FC(F)(F)C(O)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[OH:13])[N:9]=[C:8]1[N:21]=[C:22]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[NH:23][C:24](=[O:25])[C:7]1=[CH:6]2

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 135705342HCID 135705342, compound

Product 1

HCID 135705321HCID 135705321, compoundYield 6%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of ethyl 7-methoxy-8benzyloxypyrimido[4,5-b]quinolin-4(3H)one-2-carboxylate (198 mg., 0.488 mmole) in trifluoroacetic acid (4 ml.) is stirred at room temperature for 8 days. Ether (15 ml.) is added and the yellow precipitate which forms separated by filtration. It is taken up in chloroform and the solution filtered through diatomaceous earth to remove a small amount of insoluble material. The filtrate is decolorized with charcoal and concentrated under reduced pressure to small volume. The solid which forms is filtered and dried; 9 mg., 6% yield; m.p. 265°- 266° C. (dec.).

Workup

  1. customthe yellow precipitate which forms separated by filtration
  2. filtrationthe solution filtered through diatomaceous earth
  3. customto remove a small amount of insoluble material
  4. concentrationconcentrated under reduced pressure to small volume
  5. filtrationThe solid which forms is filtered
  6. customdried

Sources & evidence

ORD record
ord-a444b9283c524437aa376e7543958ef7
Source dataset
uspto-grants-1979_01
Patent number
US04134981

Reaction notes

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