877040-37-4 → HCID 89907216, compound

HRID 629051Notes

Reaction equation

I[C:2]1[CH:3]=[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].[Cl:22][C:23]1[N:28]=[CH:27][C:26](B(O)O)=[CH:25][N:24]=1>>[Cl:22][C:23]1[N:28]=[CH:27][C:26]([C:2]2[CH:3]=[C:4]([CH:19]=[CH:20][CH: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]=1

Participants

Reactant 2

HCID 2678266877040-37-4

HCID 21747362(2-Chloropyrimidin-5-yl)boronic acid

Product 1

HCID 89907216HCID 89907216, compound

Procedure

The title compound was prepared in an analogous fashion to that described infashion to that described in Example 13 using 3-iodo-N-(4-(trifluoromethoxy)phenyl)benzamide (Stage 1.1) and 2-chloropyrimidin-5-ylboronic acid to afford the title compound as a white powder. UPLC-MS (Condition 1) tR=2.93 min, m/z=394.0 [M+H]+, m/z=392.0 [M−H]−; 1H-NMR (400 MHz, DMSO-d6) δ ppm 7.40 (d, J=8.6 Hz, 2H) 7.72 (t, J=7.7 Hz, 1H) 7.90 (d, J=9.0 Hz, 2H) 8.00-8.09 (m, 2H) 8.36 (s, 1H) 9.24 (s, 2H) 10.52 (s, 1H)

Workup

customThe title compound was prepared in an analogous fashion to that

Sources & evidence

ORD record: ord-7daac6b3cf5741768d685ad4ce4f64c9
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09315489B2

Reaction notes

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