Hydrochloric Acid → (3-Chloro-benzyl)-[6-(1H-pyrazol-4-yl)-quinoxalin-2-yl]-amine

HRID 1020736Notes

Reaction equation

HRID 1020736 reaction equation
C(OC([N:8]1[CH:12]=[C:11]([C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[N:19]=[C:18]([NH:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[CH:26]=2)[CH:17]=[N:16]3)[CH:10]=[N:9]1)=O)(C)(C)C.Cl>C(Cl)Cl.O1CCOCC1>[Cl:31][C:27]1[CH:26]=[C:25]([CH:30]=[CH:29][CH:28]=1)[CH2:24][NH:23][C:18]1[CH:17]=[N:16][C:15]2[C:20](=[CH:21][CH:22]=[C:13]([C:11]3[CH:10]=[N:9][NH:8][CH:12]=3)[CH:14]=2)[N:19]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 667972064-[2-(3-Chloro-benzylamino)-quinoxalin-6-yl]-pyrazole-1-carboxylic acid tert-butyl ester

Product 1

HCID 49787448(3-Chloro-benzyl)-[6-(1H-pyrazol-4-yl)-quinoxalin-2-yl]-amineYield 22.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-[2-(3-Chloro-benzylamino)-quinoxalin-6-yl]-pyrazole-1-carboxylic acid tert-butyl ester (0.35 g, 0.80 mmol) in DCM (4 mL), was added HCl in dioxane (0.4 mL) at room temperature. After completion of the reaction, the reaction mixture was concentrated and washed with DCM (4 mL) to obtain the title compound (0.06 g, 22%).

Workup

  1. customAfter completion of the reaction
  2. concentrationthe reaction mixture was concentrated
  3. washwashed with DCM (4 mL)

Sources & evidence

ORD record
ord-7e3b4c60c5864efcac2214d77a03fc1d
Source dataset
uspto-grants-2014_05
Patent number
US08716473B2

Reaction notes

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