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

HRID 38860Notes

Reaction equation

HRID 38860 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-d8d28d82c6124e85afd27bf977648fe3
Source dataset
uspto-grants-2013_09
Patent number
US08524751B2

Reaction notes

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