Cyclooctanol, 1-ethynyl- → HCID 87082498, compound

HRID 454385Notes

Reaction equation

HRID 454385 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]([C:21]1([OH:29])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1)#[CH:20]>>[F:14][C:13]([F:16])([F:15])[C:12]([NH:11][CH2:10][CH2:9][CH:8]([OH:18])[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([C:20]#[C:19][C:21]2([OH:29])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2)[CH:3]=1)=[O:17]

Participants

3

Reactant 2

HCID 123539Cyclooctanol, 1-ethynyl-HCID 57608426N-(3-(3-bromophenyl)-3-hydroxypropyl)-2,2,2-trifluoroacetamide

Product 1

HCID 87082498HCID 87082498, compound

Procedure

Sonogashira reaction of 25 with 1-ethynyl-cyclooctanol yielded 2,2,2-trifluoro-N-(3-hydroxy-3-(3-(2-(1-hydroxycyclooctyl)ethynyl)phenyl)propyl)acetamide as yellow oil. Yield (0.54 g, 44%). This compound was used without further purification in the next step.

Sources & evidence

ORD record
ord-dc763777ad4c4457aa68b54007a33107
Source dataset
uspto-grants-2013_07
Patent number
US08492589B2

Reaction notes

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