3-(Trifluoromethyl)phenylboronic acid → HCID 67170403, compound

HRID 1918340Notes

Reaction equation

HRID 1918340 reaction equation
C(OCC[O:7][C:8](=[O:23])[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][O:18]C(=O)C)=[C:11](Br)[CH:10]=1)(=O)C.[F:24][C:25]([F:36])([F:35])[C:26]1[CH:27]=[C:28](B(O)O)[CH:29]=[CH:30][CH:31]=1>>[OH:18][CH2:17][CH2:16][O:15][C:12]1[C:11]([C:30]2[CH:29]=[CH:28][CH:27]=[C:26]([C:25]([F:36])([F:35])[F:24])[CH:31]=2)=[CH:10][C:9]([C:8]([OH:7])=[O:23])=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 27343883-(Trifluoromethyl)phenylboronic acidHCID 67170512HCID 67170512, compound

Product 1

HCID 67170403HCID 67170403, compound

Procedure

The compound of step 1 was coupled to 3-trifluoromethyl-phenylboronic acid in analogy to step 3 of example 92, the obtained ester intermediate was hydrolyzed in analogy to step 4 of example 1 to yield 6-(2-Hydroxy-ethoxy)-3′-trifluoromethyl-biphenyl-3-carboxylic acid. This intermediate was coupled to trans-1-amino-4-ethylcyclohexanecarboxylicacid methylester hydrochloride in analogy to step 1 of example 3, and the obtained ester intermediate was hydrolyzed in analogy to step 4 of example 1 to yield the title compound.

Sources & evidence

ORD record
ord-3a3fe4b52a394241ae2d8d8dd84dbe60
Source dataset
uspto-grants-2013_12
Patent number
US08618304B2

Reaction notes

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