4-Chloro-5-(cyclopropylmethoxy)-2-(methylsulfonylmethyl)pyrimidine → US10023592, Example 145

Participants

Role	Name	HCID	Charge
Reactant	4-Chloro-5-(cyclopropylmethoxy)-2-(methylsulfonylmethyl)pyrimidine	HCID 118022136	—
Reactant	2-Methyl-6-(1-methylpyrazol-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1-one	HCID 123751349	—
Product	US10023592, Example 145	HCID 118021425	—

Reaction Steps

The title compound of Example 143, step 2 was reacted with the title compound of Example 46, step 2 in a manner similar to Example 143, step 3 to give the title compound. 1H NMR (DMSO-d6, 400 MHz) δ 8.26 (d, J=8.4 Hz, 1H), 8.23 (s, 1H), 7.91 (s, 1H), 7.5 (d, J=8.4 Hz, 1H), 7.70 (s, 1H), 7.66 (s, 1H), 7.52 (s, 1H), 3.87 (s, 3H), 3.85-3.80 (m, 4H), 3.57 (s, 3H), 3.28 (s, 3H), 0.88-0.87 (m, 1H), 0.30-0.25 (m, 2H), 0.07-0.04 (m, 2H). LCMS: 480.2 (M+1)+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09034900B2
Source dataset	uspto-grants-2015_05
ORD ID	ord-7272efd527e04108ba419057ce326af9
Source note	uspto-grants-2015_05