HCID 10292236, compound → 9-Benzyl-4-carbamoyl-5,7-dimethoxycarbazole

HRID 567220Notes

Reaction equation

HRID 567220 reaction equation
[CH2:1]([N:8]1[C:20]2[CH2:19][CH2:18][CH2:17][CH:16]([C:21]([NH2:23])=[O:22])[C:15]=2[C:14]2[C:9]1=[CH:10][C:11]([O:26][CH3:27])=[CH:12][C:13]=2[O:24][CH3:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pd].CCOCCOCCO>[CH2:1]([N:8]1[C:20]2[CH:19]=[CH:18][CH:17]=[C:16]([C:21](=[O:22])[NH2:23])[C:15]=2[C:14]2[C:9]1=[CH:10][C:11]([O:26][CH3:27])=[CH:12][C:13]=2[O:24][CH3:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 10292236HCID 10292236, compound

Product 1

HCID 227409509-Benzyl-4-carbamoyl-5,7-dimethoxycarbazole

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8146Diethylene Glycol Monoethyl EtherSolvent

Procedure

A mixture of 2.0 gm. of the product from Example 2, 2 gm. of 5% Pd/C, and 100 mL of carbitol was refluxed for 17 hours, filtered while still hot, and the solid washed well with ethyl acetate. The combined filtrates were washed with water, washed with brine, dried over sodium sulfate, and evaporated in vacuo to give subtitled product, 1.4 gm., 70%, mp 240-243° C.

Workup

  1. additionA mixture of 2.0 gm
  2. filtrationfiltered while still hot, and the solid
  3. washwashed well with ethyl acetate
  4. washThe combined filtrates were washed with water
  5. washwashed with brine
  6. dry with materialdried over sodium sulfate
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-6e7773644ff84cff89256858b260d5d7
Source dataset
uspto-grants-2001_01
Patent number
US06177440B1

Reaction notes

Loading…