US10023592, Example 146 → US10023592, Example 150

HRID 575633Notes

Reaction equation

HRID 575633 reaction equation
Cl[C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])=[CH:6][N:5]=[C:4]([S:17]([CH3:20])(=[O:19])=[O:18])[N:3]=1.FC1C=C(F)C=CC=1OC1C([C:36]2[CH:37]=[C:38]([O:44][CH3:45])[C:39](=[O:43])[N:40]([CH3:42])[CH:41]=2)=NC(CS(C)(=O)=O)=NC=1>>[F:16][C:10]1[CH:11]=[C:12]([F:15])[CH:13]=[CH:14][C:9]=1[O:8][C:7]1[C:2]([C:36]2[CH:37]=[C:38]([O:44][CH3:45])[C:39](=[O:43])[N:40]([CH3:42])[CH:41]=2)=[N:3][C:4]([S:17]([CH3:20])(=[O:19])=[O:18])=[N:5][CH:6]=1

Participants

3

Reactant 2

HCID 118021343US10023592, Example 146HCID 1180215444-Chloro-5-(2,4-difluorophenoxy)-2-methylsulfonylpyrimidine

Product 1

HCID 118021426US10023592, Example 150

Procedure

The title compound of Example 149, step 3 was reacted with 3-methoxy-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-one (see Example 146, step 3) in a manner similar to Example 149, step 4 to give the title compound. 1H NMR (CDCl3, 400 MHz) δ 8.35 (d, J=2.0 Hz, 1H), 8.18 (s, 1H), 7.70 (d, J=2.0 Hz, 1H), 7.25-7.22 (m, 1H), 7.12-7.08 (m, 1H), 7.08-7.04 (m, 1H), 3.93 (s, 3H), 3.70 (s, 3H), 3.38 (s, 3H). LCMS: 423.9 (M+1)+

Sources & evidence

ORD record
ord-a9539c948a8a411f9ef463b9bda1fbf2
Source dataset
uspto-grants-2015_05
Patent number
US09034900B2

Reaction notes

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