Cyclohexylhydrazine hydrochloride → 7-chloro-1-cyclohexyl-3-(4-methoxyphenyl)-1H-indazole

HRID 1294897Notes

Reaction equation

HRID 1294897 reaction equation
[Cl:1][C:2]1[C:3](F)=[C:4]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=O)[CH:5]=[CH:6][CH:7]=1.Cl.[CH:20]1([NH:26][NH2:27])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1>CN(C1C=CN=CC=1)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[N:26]([CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1)[N:27]=[C:8]2[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 207836Cyclohexylhydrazine hydrochlorideHCID 11471075(3-Chloro-2-fluorophenyl)-(4-methoxyphenyl)-methanone

Product 1

HCID 688854627-chloro-1-cyclohexyl-3-(4-methoxyphenyl)-1H-indazoleYield 92%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

Prepared according to Method C step A (3-chloro-2-fluorophenyl)-(4-methoxyphenyl)-methanone (0.55 g, 1.85 mmol), cyclohexylhydrazine hydrochloride (0.42 g, 2.7 mmol) and DMAP (0.225 g, 1.85 mmol) to give the product (0.58 g) as a yellow oil.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-a4e98cefb01d48c187200ffea1e41cdf
Source dataset
uspto-grants-2007_07
Patent number
US07241791B2

Reaction notes

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