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

HRID 1404174Notes

Reaction equation

HRID 1404174 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-cd73ddd25b3d4911b2d507480f43d942
Source dataset
uspto-grants-2014_12
Patent number
US08912227B1

Reaction notes

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