Bromomethylcyclopropane → HCID 70114948, compound

HRID 2368241Notes

Reaction equation

HRID 2368241 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].Br[CH2:15][CH:16]1[CH2:18][CH2:17]1>>[CH2:1]([O:3][C:4]([C:6]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][N:8]([CH2:15][CH:16]2[CH2:18][CH2:17]2)[N:7]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 81503BromomethylcyclopropaneHCID 178470496HCID 178470496, compound

Product 1

HCID 70114948HCID 70114948, compoundYield 46%

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 bromomethyl-cyclopropane as a mixture of regioisomers which were separated by silica gel chromatography using a heptane/ethyl acetate gradient to yield 88 mg (23%) of the desired regioisomer and 179 mg (46%) of 1-cyclopropylmethyl-4-nitro-1H-pyrazole-3-carboxylic acid ethyl ester.

Workup

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

Sources & evidence

ORD record
ord-9da877ef1365458f95e270c2586e23bd
Source dataset
uspto-grants-2014_04
Patent number
US08703768B2

Reaction notes

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