(4-Methoxyphenyl)boronic acid → 3-(2,3-Difluoro-4-{[1-(4-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy}phenyl)propan-1-ol

HRID 2167381Notes

Reaction equation

HRID 2167381 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:7]=[CH:6][NH:5][C:4]=1[C:8]([O:10][CH3:11])=O.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19](B(O)O)=[CH:18][CH:17]=1.[F:25][C:26]1[C:31]([F:32])=C(O)[CH:29]=[CH:28][C:27]=1[CH2:34][CH2:35][C:36](OCC)=[O:37]>>[F:25][C:26]1[C:31]([F:32])=[C:11]([O:10][CH2:8][C:4]2[N:5]([C:19]3[CH:20]=[CH:21][C:16]([O:15][CH3:14])=[CH:17][CH:18]=3)[CH:6]=[CH:7][C:3]=2[C:2]([F:13])([F:12])[F:1])[CH:29]=[CH:28][C:27]=1[CH2:34][CH2:35][CH2:36][OH:37]

Participants

4

Reactant 3

HCID 201262(4-Methoxyphenyl)boronic acidHCID 90404786Ethyl 3-(2,3-difluoro-4-hydroxyphenyl)propanoateHCID 90405535methyl 3-(trifluoromethyl)-1H-pyrrole-2-carboxylate

Product 1

HCID 904074123-(2,3-Difluoro-4-{[1-(4-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy}phenyl)propan-1-ol

Procedure

The title compound was prepared by (a) reacting the product prepared in Step B of Example 1 and 4-methoxyphenylboronic acid according to the procedure described in Example 1, Step C, (b) then reacting the resulting product according to the procedure in Example 1, Step D, (c) then reacting the resulting product with ethyl 3-(2,3-difluoro-4-hydroxyphenyl)propanoate according to the procedure described in Example 1, Step E, and Example 2.

Sources & evidence

ORD record
ord-4dff20feb12343d589eb58c5cdc3bae1
Source dataset
uspto-grants-2015_06
Patent number
US09045454B2

Reaction notes

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