Cyclopropylacetylene → HCID 87082348, compound

HRID 517138Notes

Reaction equation

HRID 517138 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:8]([OH:18])[CH2:9][CH2:10][NH:11][C:12](=[O:17])[C:13]([F:16])([F:15])[F:14])[CH:5]=[CH:6][CH:7]=1.[C:19]([CH:21]1[CH2:23][CH2:22]1)#[CH:20]>>[CH:21]1([C:19]#[C:20][C:2]2[CH:3]=[C:4]([CH:8]([OH:18])[CH2:9][CH2:10][NH:11][C:12](=[O:17])[C:13]([F:16])([F:15])[F:14])[CH:5]=[CH:6][CH:7]=2)[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 138823CyclopropylacetyleneHCID 57608426N-(3-(3-bromophenyl)-3-hydroxypropyl)-2,2,2-trifluoroacetamide

Product 1

HCID 87082348HCID 87082348, compound

Procedure

Sonogashira reaction of 25 with ethynylcyclopropane yielded N-(3-(3-(2-cyclopropylethynyl)phenyl)-3-hydroxypropyl)-2,2,2-trifluoroacetamide as dark brown oil. Yield (0.8 g, 83%). This used without further purification in the next transformation.

Sources & evidence

ORD record
ord-07f63bec8ca74de3bdc95fe5c30acc0a
Source dataset
uspto-grants-2015_08
Patent number
US09115056B2

Reaction notes

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