Hydrochloric Acid → HCID 11165454, compound

HRID 1963804Notes

Reaction equation

HRID 1963804 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([NH2:11])=[N:3]1.[CH2:12]([N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[CH3:13].[OH-].[Na+].[ClH:21].[CH2:22]([OH:24])[CH3:23]>C1(C)C=CC=CC=1.ClCCl>[ClH:21].[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([NH:11][C:22]([CH:23]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH2:12][CH2:13]2)=[O:24])=[N:3]1

Participants

8

Reactant 5

HCID 313Hydrochloric Acid2×HCID 702Ethanol3×HCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 122913171-Methyl-1H-indazol-3-amine

Product 1

HCID 11165454HCID 11165454, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

The product of Example 5b) (1.68 g; 0.006 mol) was added to a solution of 1-methyl-1H-3-indazoleamine (0.86 g; 0.006 mol), prepared as described in the Journal of Heterocyclic Chemistry 1979 (16), 783-784, and of triethylamine (2.4 ml; 0.018 mol) in toluene (20 ml). The reaction mixture was stirred at room temperature for 18 h and then the solvent was removed by evaporation at reduced pressure. The residue thus obtained was taken up with 1N NaOH and dichloromethane and transferred to a separatory funnel. The organic phase was separated, dried over Na2SO4 and the solvent was removed by evaporation at reduced pressure. The product thus obtained was transformed into the corresponding hydrochloride by dissolution in ethanol, addition of hydrogen chloride in ethanol and recrystallization from ethanol, to give the desired salt (1.6 g).

Workup

  1. customprepared
  2. customthe solvent was removed by evaporation at reduced pressure
  3. customThe residue thus obtained
  4. customtransferred to a separatory funnel
  5. customThe organic phase was separated
  6. dry with materialdried over Na2SO4
  7. customthe solvent was removed by evaporation at reduced pressure
  8. customThe product thus obtained

Sources & evidence

ORD record
ord-525bf8cd7c3841279ff6436a7852bb2b
Source dataset
uspto-grants-2013_04
Patent number
US08415476B2

Reaction notes

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