Phenylboronic Acid → 3-(2,3-Dimethyl-4-{[1-phenyl-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy}phenyl)propan-1-ol

HRID 2167374Notes

Reaction equation

HRID 2167374 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.[C:14]1(B(O)O)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[CH3:23][C:24]1[C:29]([CH3:30])=[C:28]([OH:31])[CH:27]=[CH:26][C:25]=1[CH2:32][CH2:33]C(OCC)=O>>[CH3:23][C:24]1[C:29]([CH3:30])=[C:11]([O:10][CH2:8][C:4]2[N:5]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:6]=[CH:7][C:3]=2[C:2]([F:13])([F:12])[F:1])[CH:33]=[CH:32][C:25]=1[CH2:26][CH2:27][CH2:28][OH:31]

Participants

4

Reactant 3

HCID 66827Phenylboronic AcidHCID 58566491Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoateHCID 90405535methyl 3-(trifluoromethyl)-1H-pyrrole-2-carboxylate

Product 1

HCID 904064623-(2,3-Dimethyl-4-{[1-phenyl-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 phenylboronic 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-dimethyl-4-hydroxyphenyl)propanoate according to the procedure in Example 1, Step E, and Example 2.

Sources & evidence

ORD record
ord-8d1d7bb4426448019bd47d282352daf2
Source dataset
uspto-grants-2015_06
Patent number
US09045454B2

Reaction notes

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