(2-Fluoro-4-methylphenyl)boronic acid → HCID 90418868, compound

HRID 2177314Notes

Reaction equation

HRID 2177314 reaction equation
FC1C=C(C)C=CC=1B(O)O.[F:12][C:13]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:14]=1[C:20]1[S:24][N:23]=[C:22]([C:25]([F:28])([F:27])[F:26])[C:21]=1[CH2:29][O:30][C:31]1[CH:36]=[CH:35][C:34]([CH2:37][CH2:38][C:39]([O:41]CC)=[O:40])=[C:33]([C:44]([F:47])([F:46])[F:45])[CH:32]=1>>[F:12][C:13]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:14]=1[C:20]1[S:24][N:23]=[C:22]([C:25]([F:28])([F:26])[F:27])[C:21]=1[CH2:29][O:30][C:31]1[CH:36]=[CH:35][C:34]([CH2:37][CH2:38][C:39]([OH:41])=[O:40])=[C:33]([C:44]([F:47])([F:45])[F:46])[CH:32]=1

Participants

3

Reactant 2

HCID 2783132(2-Fluoro-4-methylphenyl)boronic acidHCID 90418036HCID 90418036, compound

Product 1

HCID 90418868HCID 90418868, compound

Procedure

The title compound was prepared according to the procedure described in Example 172 following Step 1-6 using (2-fluoro-4-methylphenyl)boronic acid for coupling and then hydrolysis of ethyl 3-(4-((5-(2-fluoro-4-methylphenyl)-3-(trifluoromethyl)isothiazol-4-yl)methoxy)-2-(trifluoromethyl)phenyl)propanoate to afford the desired product as an off-white solid. 1H NMR (400 MHz, CD3OD) δ 7.36 (t, J=7.8 Hz, 2H), 7.17 (t, J=7.6 Hz, 2H), 7.00-7.04 (m, 2H), 5.14 (s, 2H), 3.02 (t, J=8.0 Hz, 2H), 2.52 (t, J=7.6 Hz, 2H), 2.44 (s, 3H). Mass spectrum (ESI, m/z): Calcd. for C22H16F7NO3S, 506.1 (M−H). found 506.1.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-c6ff16babf4c4f6ba1de4cbf36f261c4
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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