2-Methylpyrimidin-4-amine → 5-Bromo-1-methyl-3-(2-methylpyrimidin-4-ylamino)pyridin-2(1H)-one

HRID 1918915Notes

Reaction equation

HRID 1918915 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][N:3]=1.Br[C:10]1[C:11](=[O:18])[N:12]([CH3:17])[CH:13]=[C:14]([Br:16])[CH:15]=1>>[Br:16][C:14]1[CH:15]=[C:10]([NH:8][C:6]2[CH:5]=[CH:4][N:3]=[C:2]([CH3:1])[N:7]=2)[C:11](=[O:18])[N:12]([CH3:17])[CH:13]=1

Participants

3

Reactant 2

HCID 2957632-Methylpyrimidin-4-amineHCID 36143503,5-Dibromo-1-methylpyridin-2(1H)-one

Product 1

HCID 680968835-Bromo-1-methyl-3-(2-methylpyrimidin-4-ylamino)pyridin-2(1H)-oneYield 52%

Procedure

Following Example 148a, 2.0 g of 162a and 4.0 g of 3,5-dibromo-1-methyl-pyridin-2(1H)-one were reacted to give 162b as a yellow solid (2.3 g, 50%). LCMS: [M+H]+ 357 1H NMR (500 MHz, DMSO) δ 9.20 (s, 1H), 8.78 (s, 1H), 8.26 (d, J=4.5, 1H), 7.68 (s, 1H), 7.18 (d, J=4.5, 1H), 3.59 (s, 3H), 2.52 (s, 3H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-7c4a00801382485a982b744937862daf
Source dataset
uspto-grants-2013_12
Patent number
US08618107B2

Reaction notes

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