HCID 59003341, compound → HCID 59003276, compound

HRID 2267499Notes

Reaction equation

HRID 2267499 reaction equation
[OH:1][CH2:2][C:3]1[S:7][C:6]([C:8]2[CH:9]=[C:10]3[C:14](=[C:15]([C:17]([NH2:19])=[O:18])[CH:16]=2)[NH:13][CH:12]=[C:11]3[CH:20]2[CH2:25][CH2:24][N:23]([S:26]([CH2:29][CH2:30][CH2:31][N:32]3[CH2:37][CH2:36][O:35][CH2:34][CH2:33]3)(=[O:28])=[O:27])[CH2:22][CH2:21]2)=[CH:5][CH:4]=1>C1COCC1.O=[Mn]=O>[CH:2]([C:3]1[S:7][C:6]([C:8]2[CH:9]=[C:10]3[C:14](=[C:15]([C:17]([NH2:19])=[O:18])[CH:16]=2)[NH:13][CH:12]=[C:11]3[CH:20]2[CH2:25][CH2:24][N:23]([S:26]([CH2:29][CH2:30][CH2:31][N:32]3[CH2:37][CH2:36][O:35][CH2:34][CH2:33]3)(=[O:27])=[O:28])[CH2:22][CH2:21]2)=[CH:5][CH:4]=1)=[O:1]

Participants

4

Reactant 1

HCID 59003341HCID 59003341, compound

Product 1

HCID 59003276HCID 59003276, compoundYield 734.4%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-[5-(hydroxymethyl)-2-thienyl]-3-(1-{[3-(4-morpholinyl)propyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamide (82.5 mg, 0.015 mmol) in THF (10 mL) was added MnO2 (391 mg, 4.5 mmol). The reaction mixture was stirred at room temperature overnight and filtered through a pad of celite after that. The filtrate was collected and concentrated at reduced pressure to give the crude product (60 mg, 73%), which was used in the next step without further purification.

Workup

  1. filtrationfiltered through a pad of celite after that
  2. customThe filtrate was collected
  3. concentrationconcentrated at reduced pressure

Sources & evidence

ORD record
ord-d07b660229cb46fdb7692fd67d6295e6
Source dataset
uspto-grants-2010_12
Patent number
US07858796B2

Reaction notes

Loading…