Sodium hydride → HCID 21445423, compound

HRID 597564Notes

Reaction equation

HRID 597564 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([NH:13][CH2:14][CH2:15][CH2:16][N:17]([CH3:19])[CH3:18])=[O:12])=[C:5]2[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1F.[H-].[Na+]>CN(C)C=O>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]2[NH:7][C:6]3[C:11](=[O:12])[N:13]([CH2:14][CH2:15][CH2:16][N:17]([CH3:19])[CH3:18])[C:25]4[C:20]([C:5]=3[C:4]=2[CH:3]=1)=[CH:21][CH:22]=[CH:23][CH:24]=4

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 21445465HCID 21445465, compound

Product 1

HCID 21445423HCID 21445423, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Under the same conditions as described above, reaction of 17.7 g. of 5-chloro-N-(3-dimethylaminopropyl)-3-(2-fluorophenyl)-indole-2-carboxamide with 6.8 g. sodium hydride suspension in 250 ml. of dimethylformamide yielded after recrystallization from boiling dimethylformamide 13.5 g. (81 percent) of 10-chloro-5-(3-dimethylaminopropyl)-7H-indolo[2,3-c]quinolin-6(5H)-one, having a melting point of 286°-288°.

Workup

  1. customreaction of 17.7 g
  2. customafter recrystallization

Sources & evidence

ORD record
ord-3c4b73054a104e4ba2a082f56d0687ff
Source dataset
uspto-grants-1977_03
Patent number
US04014883

Reaction notes

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