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

HRID 1404167Notes

Reaction equation

HRID 1404167 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-c3769d36aa444669a08c50cd86a55d3a
Source dataset
uspto-grants-2014_12
Patent number
US08912227B1

Reaction notes

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