Dimethylformamide → HCID 11596780, compound

HRID 1362664Notes

Reaction equation

HRID 1362664 reaction equation
CN(C=O)C.[CH2:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH:7]1[NH:15][C:16](=[O:37])/[C:17](=[CH:22]/[C:23]1[CH:28]=[CH:27][C:26]([N:29]2[CH:33]=[C:32]([CH3:34])[N:31]=[CH:30]2)=[C:25]([O:35][CH3:36])[CH:24]=1)/[CH2:18][CH2:19][CH2:20]Cl.[H-].[Na+]>O>[CH2:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH:7]1[N:15]1[CH2:20][CH2:19][CH2:18]/[C:17](=[CH:22]\[C:23]2[CH:28]=[CH:27][C:26]([N:29]3[CH:33]=[C:32]([CH3:34])[N:31]=[CH:30]3)=[C:25]([O:35][CH3:36])[CH:24]=2)/[C:16]1=[O:37]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 66960943HCID 66960943, compound

Product 1

HCID 11596780HCID 11596780, compoundYield 77.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a DMF (50 mL) solution of (E)-5-chloro-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)valeric acid indan-2-ylamide (6.9 g), sodium hydride (40% mineral oil content, 740 mg) was added at room temperature, and the reaction solution was agitated at room temperature for 1 hour and 30 minutes. The reaction solution was poured into iced water after the reaction ended, and the deposited solids were separated by filtering. 4.9 g of the title compound was obtained by recrystallizing the obtained solid from a mixed solvent of ethyl acetate, ethanol, and hexane. The physical properties of the compound are as follows.

Workup

  1. customthe deposited solids were separated
  2. filtrationby filtering

Sources & evidence

ORD record
ord-ab4435f0bd8f4b5fa0335ec881e9c9ed
Source dataset
uspto-grants-2011_02
Patent number
US07880009B2

Reaction notes

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