(Pyrimidin-5-yl)boronic acid → HCID 72201442, compound

HRID 629116Notes

Reaction equation

HRID 629116 reaction equation
Br[C:2]1[N:7]=[C:6]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]([F:21])([F:20])[F:19])=[CH:13][CH:12]=2)=[O:9])[CH:5]=[CH:4][CH:3]=1.[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[N:7]=[C:6]([C:8]([NH:10][C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]([F:21])([F:20])[F:19])=[CH:13][CH:12]=3)=[O:9])[CH:5]=[CH:4][CH:3]=2)[CH:25]=[N:24][CH:23]=1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 89906671HCID 89906671, compound

Product 1

HCID 72201442HCID 72201442, compound

Procedure

The title compound was prepared in an analogous fashion to that described in Example 57 using 6-bromo-N-(4-(trifluoromethoxy)phenyl)picolinamide (Stage 73.1) and 5-pyrimidine boronic acid to afford the title compound as a white powder. UPLC-MS (Condition 2) tR=1.08 min, m/z=361.1 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 7.43 (d, J=9.38 Hz, 2H) 8.02 (m, J=9.00 Hz, 2H) 8.20-8.28 (m, 2H) 8.42-8.47 (m, 1H) 9.33 (s, 1H) 9.81 (s, 2H) 10.76 (s, 1H).

Workup

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

Sources & evidence

ORD record
ord-de7751fa726c49d6b7bd0fd34eab6290
Source dataset
uspto-grants-2016_04
Patent number
US09315489B2

Reaction notes

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