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

HRID 1404172Notes

Reaction equation

HRID 1404172 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-7963facb5826414aaad7ca489ad592d7
Source dataset
uspto-grants-2014_12
Patent number
US08912227B1

Reaction notes

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