Toluene → HCID 20083185, compound

HRID 1609102Notes

Reaction equation

HRID 1609102 reaction equation
[F:1][C:2]1[C:11]([F:12])=[C:10](F)[C:9]2[C:14](=[O:22])[CH:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:16][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 20083100HCID 20083100, compound

Product 1

HCID 20083185HCID 20083185, compoundYield 75.6%

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-5c4461b09e8e4be7b202be0635b8b427
Source dataset
uspto-grants-1995_03
Patent number
US05399553

Reaction notes

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