Nitric Acid → HCID 87395363, compound

HRID 2235345Notes

Reaction equation

HRID 2235345 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]([NH:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:10](=[O:20])[C:9]12[CH2:22][CH2:21]1)=[O:4].[N+:25]([O-])([OH:27])=[O:26]>C(O)(=O)C.O>[F:24][C:2]([F:1])([F:23])[C:3]([NH:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][C:14]=1[N+:25]([O-:27])=[O:26])[N:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:10](=[O:20])[C:9]12[CH2:22][CH2:21]1)=[O:4]

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 86601805HCID 86601805, compound

Product 1

HCID 87395363HCID 87395363, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To a solution of 2,2,2-trifluoro-N-(2′-oxo-1′-pentyl-spiro[cyclopropane-1,3′-indole]-5′-yl)-acetamide (2.4 g) in acetic acid (20 ml) is added nitric acid (fuming, 0.9 ml) at 15° C. over a period of 3 min. The mixture is stirred at this temperature for 1 h and then diluted with water. The aqueous layer is extracted with Et2O (2×50 ml) The combined organic layer is washed with water, saturated K2CO3 solution and brine, dried over MgSO4 and evaporated. The compound (2.6 g) is obtained as brownish oil.

Workup

  1. extractionThe aqueous layer is extracted with Et2O (2×50 ml) The combined organic layer
  2. washis washed with water, saturated K2CO3 solution and brine
  3. dry with materialdried over MgSO4
  4. customevaporated

Sources & evidence

ORD record
ord-fd11371215e74ee1beff64b40c9c05f6
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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