Potassium Carbonate → (4-{3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenoxymethyl}-phenyl)-acetic acid methyl ester

HRID 1095879

Reaction equation

HRID 1095879 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([OH:23])[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:22])[C:9]([C:15]1[CH:20]=[CH:19][N:18]=[C:17]([Cl:21])[CH:16]=1)([OH:14])[C:10]([F:13])([F:12])[F:11].Br[CH2:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][C:33]([O:35][CH3:36])=[O:34])=[CH:28][CH:27]=1.C(=O)([O-])[O-].[K+].[K+]>>[CH3:36][O:35][C:33](=[O:34])[CH2:32][C:29]1[CH:28]=[CH:27][C:26]([CH2:25][O:23][C:4]2[CH:5]=[CH:6][C:7]([CH:8]([CH3:22])[C:9]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]([Cl:21])[CH:16]=3)([OH:14])[C:10]([F:13])([F:12])[F:11])=[C:2]([Cl:1])[CH:3]=2)=[CH:31][CH:30]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 11770640Methyl 2-(4-(bromomethyl)phenyl)acetateHCID 574212643-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenol

Product 1

HCID 46940905(4-{3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenoxymethyl}-phenyl)-acetic acid methyl ester

Procedure

In analogy to Example 1, step 7, 3-chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenol (Example 19, Step 5) was reacted with methyl 4-(bromomethyl)phenylacetate and potassium carbonate to give the title compound as a colorless waxy solid. MS (m/e)=528.1 [M+H+].

Sources & evidence

ORD record
ord-ec438dd71cd04a85867a8bedb3c1f7c8
Source dataset
uspto-grants-2012_03
Patent number
US08138189B2

Linked notes

Loading…