Toluene → HCID 20083185, compound

HRID 1656780Notes

Reaction equation

HRID 1656780 reaction equation
[F:1][C:2]1[C:11]([F:12])=[C:10](F)[C:9]2[C:14](=[O:22])[C:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:16][N:7]3[C:8]=2[C:3]=1[CH2:4][CH2:5][N:6]3[CH3:23].[CH2:24]([NH2:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C1(C)C=CC=CC=1.C(Cl)(Cl)Cl>CCOCC>[F:1][C:2]1[C:11]([F:12])=[C:10]([NH:31][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:9]2[C:14](=[O:22])[C:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:16][N:7]3[C:8]=2[C:3]=1[CH2:4][CH2:5][N:6]3[CH3:23]

Participants

6

Reactant 4

HCID 1140TolueneHCID 6212ChloroformHCID 7504BenzylamineHCID 21733327HCID 21733327, compound

Product 1

HCID 20083185HCID 20083185, compoundYield 75.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
80 °C

Procedure

62 mg of the compound (198) obtained in Example 69 and 50 mg of benzylamine were added to 2 ml of toluene, and the solution was heated at 80° C. for 24 hours. The reaction solution was added to chloroform and was washed with aqueous 5% citric acid solution. After drying over magnesium sulfate, the solvent was removed by distillation. Obtained solids were dispersed in ether and filtered off to obtain 59 mg of the subject compound (200) in a 74% yield.

Workup

  1. washwas washed with aqueous 5% citric acid solution
  2. dry with materialAfter drying over magnesium sulfate
  3. customthe solvent was removed by distillation
  4. customObtained solids
  5. filtrationfiltered off

Sources & evidence

ORD record
ord-e0e522b32dad49a79320f37dc786b73a
Source dataset
uspto-grants-1993_10
Patent number
US05254685

Reaction notes

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