1,1,1-Trifluoro-3-iodopropane → HCID 70096746, compound

HRID 2368238Notes

Reaction equation

HRID 2368238 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][NH:8][N:7]=1)=[O:5])[CH3:2].[F:14][C:15]([F:20])([F:19])[CH2:16][CH2:17]I>>[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH2:17][CH2:16][C:15]([F:20])([F:19])[F:14])[N:8]=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 1561651,1,1-Trifluoro-3-iodopropaneHCID 178470496HCID 178470496, compound

Product 1

HCID 70096746HCID 70096746, compoundYield 31%

Procedure

The product was obtained according to the method described in example 4, step 2 starting from 4-nitro-1H-pyrazole-3-carboxylic acid ethyl ester and 1,1,1-trifluoro-3-iodo-propane as a mixture of regioisomers which were separated by silica gel chromatography using a heptane/ethyl acetate gradient to yield 68 mg (15%) of the desired regioisomer and 141 mg (31%) of 4-nitro-2-(3,3,3-trifluoropropyl)-2H-pyrazole-3-carboxylic acid ethyl ester.

Workup

  1. customThe product was obtained
  2. customwere separated by silica gel chromatography

Sources & evidence

ORD record
ord-0edfa2ce3b63469e8e12ea0a51794463
Source dataset
uspto-grants-2014_04
Patent number
US08703768B2

Reaction notes

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