4-(Trifluoromethyl)phenylboronic acid → HCID 90411311, compound

HRID 1527782Notes

Reaction equation

HRID 1527782 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:8]=[CH:7][C:6](B(O)O)=[CH:5][CH:4]=1.Br[C:15]1[CH:47]=[CH:46][C:18]([CH2:19][N:20]2[C:24]3[CH:25]=[C:26]([O:29][CH2:30][C:31]4[CH:35]=[CH:34][N:33]([CH3:36])[N:32]=4)[CH:27]=[CH:28][C:23]=3[N:22]=[C:21]2[CH2:37][C:38]([CH2:44][CH3:45])([CH2:42][CH3:43])[C:39]([OH:41])=[O:40])=[C:17]([F:48])[CH:16]=1>>[CH2:42]([C:38]([CH2:37][C:21]1[N:20]([CH2:19][C:18]2[CH:46]=[CH:47][C:15]([C:6]3[CH:7]=[CH:8][C:3]([C:2]([F:13])([F:12])[F:1])=[CH:4][CH:5]=3)=[CH:16][C:17]=2[F:48])[C:24]2[CH:25]=[C:26]([O:29][CH2:30][C:31]3[CH:35]=[CH:34][N:33]([CH3:36])[N:32]=3)[CH:27]=[CH:28][C:23]=2[N:22]=1)([CH2:44][CH3:45])[C:39]([OH:41])=[O:40])[CH3:43]

Participants

3

Reactant 2

HCID 27343894-(Trifluoromethyl)phenylboronic acid2×HCID 86269707HCID 86269707, compound

Product 1

HCID 90411311HCID 90411311, compound

Procedure

The title compound was prepared in a manner analogous to that in Example 144 using (4-(trifluoromethyl)phenyl)boronic acid and 2-((1-(4-bromo-2-fluorobenzyl)-6-((1-methyl-1H-pyrazol-3-yl)methoxy)-1H-benzo[d]imidazol-2-yl)methyl)-2-ethylbutanoic acid and (4-(trifluoromethyl)phenyl)boronic acid. MS (ESI): mass calcd. for C33H32F4N4O3, 608.24; m/z found, 609.2 [M+H]+. 1H NMR (400 MHz, CD3OD) δ 7.81 (d, J=8.3, 2H), 7.73 (d, J=8.4, 2H), 7.57-7.54 (m, 1H), 7.54-7.52 (m, 1H), 7.49 (d, J=2.3, 1H), 7.41 (dd, J=8.0, 1.8, 1H), 7.03 (d, J=2.3, 1H), 6.93 (dd, J=8.8, 2.3, 1H), 6.88 (t, J=7.9, 1H), 6.28 (d, J=2.3, 1H), 5.61 (s, 2H), 5.01 (s, 2H), 3.81 (s, 3H), 3.12 (s, 2H), 1.90-1.73 (m, 4H), 0.88 (t, J=7.5, 6H).

Sources & evidence

ORD record
ord-4544160a319a4041b2afd99c39d25638
Source dataset
uspto-grants-2015_07
Patent number
US09089569B2

Reaction notes

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