Sodium hydride → HCID 11154074, compound

HRID 1619481Notes

Reaction equation

HRID 1619481 reaction equation
C1C2N[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=C(C(OCC)=O)N=1.[H-].[Na+].[CH2:21]([N:28]1[C:40]2[C:39]([CH3:41])=[N:38][C:37]([C:42]([O:44][CH2:45][CH3:46])=[O:43])=[CH:36][C:35]=2[C:34]2[C:29]1=[CH:30][CH:31]=[CH:32][CH:33]=2)C1C=CC=CC=1>CN(C=O)C>[C:6]1([CH2:5][CH2:4][CH2:21][N:28]2[C:40]3[C:39]([CH3:41])=[N:38][C:37]([C:42]([O:44][CH2:45][CH3:46])=[O:43])=[CH:36][C:35]=3[C:34]3[C:29]2=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 105078Ethyl Beta-Carboline-3-CarboxylateHCID 11280463HCID 11280463, compound

Product 1

HCID 11154074HCID 11154074, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Compound 10 (2.54 g, 10 mmol) was mixed with DMF (50 ml) and stirred at room temperature until the solution became clear. 60% NaH (1.2 g) was added and stirred for 5 minutes, followed by the addition of 1-bromine-3-phenyl propane (10 ml), and TLC track measurement. The mixture was reacted at room temperature for about 15 h. The subsequent steps were conducted according to those for synthesizing compound 58. Finally, white crystals (2.8 g, 75%) were obtained, mp 101-102° C.

Workup

  1. stirringstirred for 5 minutes
  2. customThe mixture was reacted at room temperature for about 15 h

Sources & evidence

ORD record
ord-3b9f38d0e19545a1b320b4a55886873b
Source dataset
uspto-grants-2014_07
Patent number
US08772311B2

Reaction notes

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