Water → HCID 178435559, compound

HRID 348522Notes

Reaction equation

HRID 348522 reaction equation
C([C:3]1[CH:11]=[CH:10][C:9]2[NH:8][C:7]3[CH2:12][CH2:13][CH2:14][C:6]=3[C:5]=2[CH:4]=1)#N.[H-].[Na+].[CH2:17](I)[CH3:18].O.[CH3:21][N:22](C=O)C>>[C:21]([C:10]1[C:9]2[C:5](=[C:6]3[C:14]([CH2:17][CH3:18])=[CH:13][CH:12]=[C:7]3[N:8]=2)[CH:4]=[CH:3][CH:11]=1)#[N:22]

Participants

6

Reactant 5

HCID 962WaterHCID 6228DimethylformamideHCID 6340IodoethaneHCID 24758Sodium hydrideHCID 210875601,2,3,4-Tetrahydrocyclopenta[b]indole-7-carbonitrile

Product 1

HCID 178435559HCID 178435559, compound

Procedure

A solution of 7-cyano-1,2,3,4-tetrahydrocyclopent[b]indole (0.224 g, 1.23 mmol) in anhydrous DMF (15 mL) was cooled to 0° C. and sodium hydride (60% dispersion in mineral oil, 74 mg, 3.07 mmol) was added. The reaction was stirred for 45 minutes then ethyl iodide (0.171 g, 1.47 mmol) was added and the reaction was allowed to warm to room temperature. The mixture was stirred for 15 hours then water was added. The product precipitated and was collected by filtration, washing with little water, brine and dichloromethane to give 0.287 g of title compound.

Workup

  1. stirringThe mixture was stirred for 15 hours
  2. customThe product precipitated
  3. filtrationwas collected by filtration
  4. washwashing with little water, brine and dichloromethane

Sources & evidence

ORD record
ord-153c6c89d1a442f7a4a8868c50c62615
Source dataset
uspto-grants-2007_02
Patent number
US07176322B2

Reaction notes

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