(Pyrimidin-5-yl)boronic acid → HCID 72201439, compound

HRID 629114Notes

Reaction equation

HRID 629114 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][N: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:22]1[CH:27]=[C:26](B(O)O)[CH:25]=[N:24][CH:23]=1>>[N:22]1[CH:27]=[C:26]([C:2]2[CH:3]=[C:4]([CH:19]=[CH:20][N:21]=2)[C:5]([NH:7][C:8]2[CH:13]=[CH:12][C:11]([O:14][C:15]([F:18])([F:17])[F:16])=[CH:10][CH:9]=2)=[O:6])[CH:25]=[N:24][CH:23]=1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 89906627HCID 89906627, compound

Product 1

HCID 72201439HCID 72201439, compound

Procedure

The title compound was prepared in an analogous fashion to that described in Example 69 using 2-bromo-N-(4-(trifluoromethoxy)phenyl)isonicotinamide and 5-pyrimidine boronic acid to afford a grey solid. UPLC-MS (Condition 1) tR2.31 min, m/z=361.0 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 7.43 (d, J=8.56 Hz, 2H) 7.92 (d, J=9.29 Hz, 3H) 8.58 (s, 1H) 8.96 (d, J=5.14 Hz, 1H) 9.31 (s, 1H) 9.53 (s, 2H) 10.74 (s, 1H).

Workup

  1. customto afford a grey solid

Sources & evidence

ORD record
ord-7d319fd2f689451f8a0c8c5f9e0287b3
Source dataset
uspto-grants-2016_04
Patent number
US09315489B2

Reaction notes

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