(Pyrimidin-5-yl)boronic acid → HCID 72203565, compound

HRID 629098Notes

Reaction equation

HRID 629098 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([F:22])=[C:6]([CH:21]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8].[N:23]1[CH:28]=[C:27](B(O)O)[CH:26]=[N:25][CH:24]=1>>[F:22][C:5]1[CH:4]=[CH:3][C:2]([C:27]2[CH:28]=[N:23][CH:24]=[N:25][CH:26]=2)=[CH:21][C:6]=1[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8]

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 26289073HCID 26289073, compound

Product 1

HCID 72203565HCID 72203565, compound

Procedure

The title compound was prepared in an analogous fashion to that described in Example 57 using 5-bromo-2-fluoro-N-(4-(trifluoromethoxy)phenyl)benzamide (Stage 59.1) and pyrimidin-5-ylboronic acid to afford the title compound as a white powder. UPLC-MS (Condition 2) tR=1.04 min, m/z=378.1 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 7.39 (d, J=8.99 Hz, 2H) 7.56 (t, J=9.19 Hz, 1H) 7.85 (d, J=8.99 Hz, 2H) 8.01-8.09 (m, 1H) 8.15 (dd, J=6.65, 2.35 Hz, 1H) 9.22 (s, 3H) 10.72 (s, 1H).

Workup

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

Sources & evidence

ORD record
ord-1439dddcda004d4fbfa60a0b1879b206
Source dataset
uspto-grants-2016_04
Patent number
US09315489B2

Reaction notes

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