Nitric Acid → HCID 86601810, compound

HRID 2235452Notes

Reaction equation

HRID 2235452 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]([NH:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH3:15])[C:10](=[O:16])[C:9]12[CH2:18][CH2:17]1)=[O:4].[N+:21]([O-])([OH:23])=[O:22]>C(O)(=O)C.O>[F:20][C:2]([F:1])([F:19])[C:3]([NH:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][C:14]=1[N+:21]([O-:23])=[O:22])[N:11]([CH3:15])[C:10](=[O:16])[C:9]12[CH2:17][CH2:18]1)=[O:4]

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 86601809HCID 86601809, compound

Product 1

HCID 86601810HCID 86601810, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To a solution of 2,2,2-trifluoro-N-(1′-methyl-2′-oxo-spiro[cyclopropane-1,3′-indole]-5′-yl)-acetamide (2 g) in acetic acid (20 ml) at 15° C. is added nitric acid (fuming, 0.8 ml) 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 EtOAc. The combined organic layer is washed with water, saturated K2CO3 solution and brine, dried over MgSO4 and evaporated. The compound (2.25 g) is obtained as a brown semi-solid.

Workup

  1. extractionThe aqueous layer is extracted with EtOAc
  2. washThe combined organic layer is washed with water, saturated K2CO3 solution and brine
  3. dry with materialdried over MgSO4
  4. customevaporated

Sources & evidence

ORD record
ord-a534cb820b7f46ab95e3e70a6fa5c517
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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