Hydrochloric Acid → 6-(1H-Indol-4-yl)-4-[5-(4-morpholinylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indazole

HRID 520609Notes

Reaction equation

HRID 520609 reaction equation
[NH:1]1[C:9]2[C:4](=[C:5]([C:10]3[CH:18]=[C:17]4[C:13]([CH:14]=[N:15][N:16]4S(C4C=CC(C)=CC=4)(=O)=O)=[C:12]([C:29]4[O:30][C:31]([CH2:34][N:35]5[CH2:40][CH2:39][O:38][CH2:37][CH2:36]5)=[N:32][N:33]=4)[CH:11]=3)[CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[OH-].[Na+].Cl>C(O)(C)C>[NH:1]1[C:9]2[C:4](=[C:5]([C:10]3[CH:18]=[C:17]4[C:13]([CH:14]=[N:15][NH:16]4)=[C:12]([C:29]4[O:30][C:31]([CH2:34][N:35]5[CH2:40][CH2:39][O:38][CH2:37][CH2:36]5)=[N:32][N:33]=4)[CH:11]=3)[CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 667766026-(1H-Indol-4-yl)-1-[(4-methylphenyl)sulfonyl]-4-[5-(4-morpholinylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indazole

Product 1

HCID 468925236-(1H-Indol-4-yl)-4-[5-(4-morpholinylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indazole

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A stirred solution of 6-(1H-indol-4-yl)-1-[(4-methylphenyl)sulfonyl]-4-[5-(4-morpholinylmethyl)-1,3,4-oxadiazol-2-yl]-1H-indazole (25 mg, 0.045 mmol) and 2M sodium hydroxide (3 ml) in isopropanol (10 ml) was stirred at room temperature for 1 h. The solution was treated with 2M hydrochloric acid (3 ml) and evaporated to low bulk until the product was precipitated. The resulting solid was collected by filtration and washed with water to give the title compound as a cream coloured solid (15 mg).

Workup

  1. customevaporated to low bulk until the product
  2. customwas precipitated
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-56cf25ee45a04c328056aa5ded73623d
Source dataset
uspto-grants-2016_05
Patent number
US09326987B2

Reaction notes

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