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

HRID 2167379Notes

Reaction equation

HRID 2167379 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.[CH3:25][C:26]1[C:31]([CH3:32])=[C:30]([OH:33])[CH:29]=[CH:28][C:27]=1[CH2:34][CH2:35]C(OCC)=O>>[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([N:5]2[CH:6]=[CH:7][C:3]([C:2]([F:13])([F:12])[F:1])=[C:4]2[CH2:8][O:10][C:11]2[CH:35]=[CH:34][C:27]([CH2:28][CH2:29][CH2:30][OH:33])=[C:26]([CH3:25])[C:31]=2[CH3:32])=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 201262(4-Methoxyphenyl)boronic acidHCID 58566491Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoateHCID 90405535methyl 3-(trifluoromethyl)-1H-pyrrole-2-carboxylate

Product 1

HCID 904064053-(4-{[1-(4-Methoxyphenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy}-2,3-dimethylphenyl)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-dimethyl-4-hydroxyphenyl)propanoate according to the procedure in Example 1, Step E, and Example 2.

Sources & evidence

ORD record
ord-049e36a6acb7416c8aeb8bafdfe31b54
Source dataset
uspto-grants-2015_06
Patent number
US09045454B2

Reaction notes

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