(2-Methoxy-6-methylpyridin-4-YL)boronic acid → HCID 178495307, compound

HRID 526536Notes

Reaction equation

HRID 526536 reaction equation
Br[C:2]1[CH:3]=[N:4][N:5]([C:9]2[CH:22]=[CH:21][C:12]([C:13]([NH:15][CH2:16][CH2:17][CH2:18][O:19][CH3:20])=[O:14])=[CH:11][N:10]=2)[C:6]=1[O:7]C.[CH3:23][O:24][C:25]1[CH:30]=[C:29](B(O)O)[CH:28]=[C:27]([CH3:34])[N:26]=1>>[OH:7][C:6]1[N:5]([C:9]2[CH:22]=[CH:21][C:12]([C:13]([NH:15][CH2:16][CH2:17][CH2:18][O:19][CH3:20])=[O:14])=[CH:11][N:10]=2)[N:4]=[CH:3][C:2]=1[C:29]1[CH:28]=[C:27]([CH3:34])[N:26]=[C:25]([O:24][CH3:23])[CH:30]=1

Participants

3

Reactant 2

HCID 67216047(2-Methoxy-6-methylpyridin-4-YL)boronic acidHCID 1176012696-(4-bromo-5-methoxy-1H-pyrazol-1-yl)-N-(3-methoxypropyl)nicotinamide

Product 1

HCID 178495307HCID 178495307, compound

Procedure

The title compound was prepared in a manner similar to Example 212 using 6-(4-bromo-5-methoxy-1H-pyrazol-1-yl)-N-(3-methoxypropyl)nicotinamide and (2-methoxy-6-methylpyridin-4-yl)boronic acid. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.71 (quin, J=6.6 Hz, 2H) 2.30 (s, 3H) 3.18 (s, 3H) 3.22-3.30 (m, 2H) 3.32 (t, J=6.3 Hz, 2H) 3.79 (s, 3H) 7.16 (br. s., 1H) 7.31 (br. s., 1H) 8.31 (br. s., 1H) 8.33-8.53 (m, 2H) 8.61 (br. s., 1H) 8.82 (s, 1H) 13.35 (br. s., 1H). MS m/z 398 [M+H]+.

Sources & evidence

ORD record
ord-0e5ce7be3f6a432d8c0d9449aa7d3bd0
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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