Methyl iodide → 2-Methylsulfanyl-5-(2-oxo-1,2-dihydro-pyridin-4-ylmethyl)-1H-pyrimidin-4-one

HRID 705999ノート

反応式

HRID 705999 の反応式
[O:1]=[C:2]1[CH:7]=[C:6]([CH2:8][C:9]2[C:10](=[O:16])[NH:11][C:12](=[S:15])[NH:13][CH:14]=2)[CH:5]=[CH:4][NH:3]1.[OH-].[K+].[CH3:19]I>C(O)C>[CH3:19][S:15][C:12]1[NH:13][CH:14]=[C:9]([CH2:8][C:6]2[CH:5]=[CH:4][NH:3][C:2](=[O:1])[CH:7]=2)[C:10](=[O:16])[N:11]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 866662285-(2-oxo-1,2-dihydro-pyridin-4-ylmethyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one

生成物 1

HCID 1785035402-Methylsulfanyl-5-(2-oxo-1,2-dihydro-pyridin-4-ylmethyl)-1H-pyrimidin-4-one収率 48.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

A suspension of 5-(2-Oxo-1,2-dihydro-pyridin-4-ylmethyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one (640 mg, 2.72 mmol, 1 eq) and KOH, 85% (1.05 eq, 190 mg) in 15 ml of absolute ethanol was stirred with at 80° C. for 1 hour. In the suspension was then added MeI (1.1 eq, 187 μl) dropwise and the mixture was stirred for another 2 hours. The solvent was then evaporated. In the crude was added 10 ml of water and pH of the solution was adjusted to 5.5-6.5. The precipitate was collected, it was dried and obtained was 2-Methylsulfanyl-5-(2-oxo-1,2-dihydro-pyridin-4-ylmethyl)-1H-pyrimidin-4-one (394 mg, yield=48.2%, purity=83%) in form of white powder. MS: [M+H]+=250.15 1H NMR (300 MHz; DMSO-d6) δ/ppm 2.46 (s, 3H), 3.31 (s, 2H), 6.05-6.10 (m, 2H), 7.25 (d, J=6.6 Hz, 1H), 7.84 (s, 1H)

後処理

  1. customThe solvent was then evaporated
  2. additionIn the crude was added 10 ml of water and pH of the solution
  3. customThe precipitate was collected
  4. customit was dried
  5. customobtained

出典と根拠

ORDレコード
ord-0c8985b2459244ca8538557990a651ce
出典データセット
uspto-grants-2015_11
特許番号
US09174968B2

反応ノート

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