(Pyrimidin-5-yl)boronic acid → HCID 72203566, compound

HRID 629100Notes

Reaction equation

HRID 629100 reaction equation
Br[C:2]1[C:3]([F:22])=[C:4]([CH:19]=[CH:20][CH:21]=1)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][C:15]([F:18])([F:17])[F:16])=[CH:10][CH:9]=1)=[O:6].[N:23]1[CH:28]=[C:27](B(O)O)[CH:26]=[N:25][CH:24]=1>>[F:22][C:3]1[C:2]([C:27]2[CH:28]=[N:23][CH:24]=[N:25][CH:26]=2)=[CH:21][CH:20]=[CH:19][C:4]=1[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][C:15]([F:18])([F:17])[F:16])=[CH:10][CH:9]=1)=[O:6]

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 89907782HCID 89907782, compound

Product 1

HCID 72203566HCID 72203566, compound

Procedure

The title compound was prepared in an analogous fashion to that described in Example 57 using 3-bromo-2-fluoro-N-(4-(trifluoromethoxy)phenyl)benzamide (Stage 60.1) and pyrimidin-5-ylboronic acid to afford the title compound as a white powder. UPLC-MS (Condition 2) tR=1.04 min, m/z=378.2 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 7.39 (d, J=8.99 Hz, 2H) 7.51 (t, J=7.62 Hz, 1H) 7.74-7.91 (m, 4H) 9.09 (s, 2H) 9.27 (d, J=1.17 Hz, 1H) 10.72 (s, 1H).

Workup

  1. customThe title compound was prepared in an analogous fashion to

Sources & evidence

ORD record
ord-e0e0e73f263742d5bdf7a4d5df3927f7
Source dataset
uspto-grants-2016_04
Patent number
US09315489B2

Reaction notes

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