Hydrochloric Acid → 3-(3,4-dimethoxyphenyl)-1H-indazole-5-carbonitrile

HRID 2183211Notes

Reaction equation

HRID 2183211 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:20]#[N:21])[CH:18]=3)[N:13](C3CCCCO3)[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].Cl.O>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:20]#[N:21])[CH:18]=3)[NH:13][N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 224800753-(3,4-dimethoxyphenyl)-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carbonitrile

Product 1

HCID 224800333-(3,4-dimethoxyphenyl)-1H-indazole-5-carbonitrileYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-(3,4-dimethoxyphenyl)-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carbonitrile (550 mg, 1.51 mmol) in methanol (30 mL) was added 6 N HCl (30 mL). The solution was stirred at room temperature for 3 hours when water (80 mL) was added and the suspension filtered to give after drying, the title compound (390 mg, 93% yield). ES-MS (m/z) 280 [M+1]+.

Workup

  1. additionwas added
  2. filtrationthe suspension filtered
  3. customto give
  4. customafter drying

Sources & evidence

ORD record
ord-c73439e3013e44aab75a902fbc3b84aa
Source dataset
uspto-grants-2005_05
Patent number
US06897231B2

Reaction notes

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