Sodium Hydroxide → N-(4,5-Dihydro-1H-imidazol-2-yl)-2-methyl-2H-indazol-4-amine monohydrochloride

Reaction equation

[NH2:1][C:2]1[C:3]2[C:7]([CH:8]=[CH:9][CH:10]=1)=[N:6][N:5]([CH3:11])[CH:4]=2.[Cl:12][C:13]1[NH:14][CH2:15][CH2:16][N:17]=1.S(O)(O)(=O)=O.ClC1NCCN=1.[OH-].[Na+]>C1COCC1.C(Cl)Cl>[ClH:12].[NH:17]1[CH2:16][CH2:15][N:14]=[C:13]1[NH:1][C:2]1[C:3]2[C:7]([CH:8]=[CH:9][CH:10]=1)=[N:6][N:5]([CH3:11])[CH:4]=2

Participants

Reactant 4

HCID 14798Sodium Hydroxide

HCID 2362362-Chloro-4,5-dihydroimidazole

HCID 125033982-Chloroimidazoline sulfate

HCID 154131702-Methyl-2H-indazol-4-amine

Product 1

HCID 121924N-(4,5-Dihydro-1H-imidazol-2-yl)-2-methyl-2H-indazol-4-amine monohydrochloride

Reagents, catalysts & solvents 2

Procedure

4 g 4-amino-2-methyl-indazole is dissolved in 120 ml THF. The solution is treated with a solution of 2-chloro-imidazoline base, which is prepared from 10 g 2-chloro-imidazoline sulfate (prepared according to J. Heteroc. Chem. 11, 258) with 2n NaOH in methylene chloride.

Sources & evidence

ORD record: ord-c2ac97cefc304081a01a642abb6553d2
Source dataset: uspto-grants-1985_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04526898

Reaction notes

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