Potassium Carbonate → Methyl 2-((5-methoxy-6-nitropyridin-2-yl)methylthio)acetate

HRID 72660

反応式

HRID 72660 の反応式
Br[CH2:2][C:3]1[N:8]=[C:7]([N+:9]([O-:11])=[O:10])[C:6]([O:12][CH3:13])=[CH:5][CH:4]=1.C[CH:15]([SH:19])[C:16]([O-:18])=[O:17].[C:20](=O)([O-])[O-].[K+].[K+]>CO>[CH3:13][O:12][C:6]1[CH:5]=[CH:4][C:3]([CH2:2][S:19][CH2:15][C:16]([O:18][CH3:20])=[O:17])=[N:8][C:7]=1[N+:9]([O-:11])=[O:10]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 144051243-Methoxy-2-nitro-6-pyridylmethyl bromideHCID 156077362-Mercaptopropionate

生成物 1

HCID 67994824Methyl 2-((5-methoxy-6-nitropyridin-2-yl)methylthio)acetate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 6-(bromomethyl)-3-methoxy-2-nitropyridine (30 mmol, 0.74 g), methythioglycolate (2.7 mL, 30 mmol), and potassium carbonate (5.5 g, 40 mmol) in methanol (200 mL) was stirred at room temperature for 10 hours. After concentrated the mixture was purified by column chromatography using PE/DCM (1:1, v/v) followed by DCM to the titled compound. 1H-NMR (CDCl3): δ 3.27 (S, 2H, CH2), 3.74 (S, 3H, OCH3), 3.93 (S, 2H, CH2), 3.99 (S, 3H, OCH3), 7.51 (d, 1H, J=8.6 Hz, Py-H), 7.65 (d, 1H, J=8.6 Hz, Py-H); HR-MS (ESI+) m/z 272.0467 [M+H]+ C10H12N2O5S requires 273.0547.

後処理

  1. concentrationAfter concentrated the mixture
  2. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-41f55f15631d41559d11993553177430
出典データセット
uspto-grants-2014_09
特許番号
US08829003B2

関連ノート

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