Tert-butyl(4-chloro-2-ethynylphenoxy)acetate → {4-Chloro-2-[(4-hexylpyridin-3-yl)ethynyl]phenoxy}acetic acid

HRID 2390336Notes

Reaction equation

HRID 2390336 reaction equation
C([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[CH:17])(C)(C)C.Br[C:20]1[CH:21]=[N:22][CH:23]=[CH:24][C:25]=1[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:7][C:6]([OH:5])=[O:18])=[C:10]([C:16]#[C:17][C:20]2[CH:21]=[N:22][CH:23]=[CH:24][C:25]=2[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH:11]=1

Participants

3

Reactant 2

HCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×HCID 585218843-Bromo-4-hexylpyridine2×

Product 1

HCID 56594513{4-Chloro-2-[(4-hexylpyridin-3-yl)ethynyl]phenoxy}acetic acid

Procedure

Following the general method as outlined in Example 8, starting from tert-butyl(4-chloro-2-ethynylphenoxy)acetate (Intermediate 3) and 3-bromo-4-hexylpyridine (Intermediate 13), the title compound was obtained as a beige solid after purification by preparative HPLC.

Sources & evidence

ORD record
ord-0896e4b5527b469eb69e4ed1da398c6a
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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