Potassium Cyanide → HCID 67335728, compound

HRID 1672166Notes

Reaction equation

HRID 1672166 reaction equation
C(O[C:4](=[O:20])[CH:5]([NH:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][N:15]=[CH:14]2)[CH2:6][CH2:7][CH2:8][CH3:9])C.[C-]#[N:22].[K+]>N.CO>[NH:16]1[C:17]2[C:13](=[CH:12][C:11]([NH:10][CH:5]([CH2:6][CH2:7][CH2:8][CH3:9])[C:4]([NH2:22])=[O:20])=[CH:19][CH:18]=2)[CH:14]=[N:15]1

Participants

5

Reactant 2

HCID 9032Potassium CyanideHCID 67336735HCID 67336735, compound

Product 1

HCID 67335728HCID 67335728, compoundYield 724.5%

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

A solution of 2-(1H-indazol-5-ylamino)-hexanoic acid ethyl ester (1.0 g, 3.63 mmol) and KCN (0.026 g, 0.363 mmol) in 7N NH3 in methanol (10.4 mL) was heated at 80° C. in a sealed tube. After 96 ours the reaction mixture was cooled to ambient temperature, concentrated in vacuo, and purified by chromatography (silica, 0 to 10% MeOH in DCM) to furnish 2-(1H-indazol-5-ylamino)-hexanoic acid amide (0.647 g, 2.63 mmol, 72%) as a foam.

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified by chromatography (silica, 0 to 10% MeOH in DCM)

Sources & evidence

ORD record
ord-c32ce55ae5984a2480c7c87330536b21
Source dataset
uspto-grants-2011_08
Patent number
US07998963B2

Reaction notes

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