Hydrochloric Acid → 3-benzo[b]furan-2-yl-1H-indazole-5-carbonitrile

HRID 1349677Notes

Reaction equation

HRID 1349677 reaction equation
[O:1]1[C:5]([C:6]2[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([C:15]#[N:16])[CH:13]=3)[N:8](C3CCCCO3)[N:7]=2)=[CH:4][C:3]2[CH:23]=[CH:24][CH:25]=[CH:26][C:2]1=2.Cl>CO>[O:1]1[C:5]([C:6]2[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([C:15]#[N:16])[CH:13]=3)[NH:8][N:7]=2)=[CH:4][C:3]2[CH:23]=[CH:24][CH:25]=[CH:26][C:2]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 224798583-benzo[b]furan-2-yl-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carbonitrile

Product 1

HCID 224798033-benzo[b]furan-2-yl-1H-indazole-5-carbonitrileYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a flask containing 3-benzo[b]furan-2-yl-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carbonitrile (278 mg, 0.810 mmol) was added 6N HCl (12 mL) and methanol (12 mL). The solution was brought to 60° C. for 4 hours. The resulting precipitate was filtered and washed with water to provide the title compound (189 mg, 90%). ES-MS (m/z) 260 [M+1]+.

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-d4fed4d9a5f74eaea7e8cb57388de307
Source dataset
uspto-grants-2007_05
Patent number
US07211594B2

Reaction notes

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