Triethylamine → 5-Methanesulfonyloxy-pyrazine-2-carboxylic acid methyl ester

HRID 639308ノート

反応式

HRID 639308 の反応式
[OH:1][C:2]1[N:3]=[CH:4][C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1.[CH3:12][S:13](Cl)(=[O:15])=[O:14].CCN(CC)CC.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl.O>[CH3:11][O:10][C:8]([C:5]1[CH:4]=[N:3][C:2]([O:1][S:13]([CH3:12])(=[O:15])=[O:14])=[CH:7][N:6]=1)=[O:9]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 10340Sodium CarbonateHCID 31297Methanesulfonyl chlorideHCID 178498852HCID 178498852、化合物

生成物 1

HCID 866195215-Methanesulfonyloxy-pyrazine-2-carboxylic acid methyl ester収率 73%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 3.34 g (22 mmol) methyl 5-hydroxypyrazine-2-carboxylate (commercially available), 2.73 g (24 mmol) methane sulfonyl chloride and 3.29 g (33 mmol) NEt3 in 40 mL DCM was stirred at room temperature for 4 h. Water and Na2CO3 was added and the organic layer was separated and dried with MgSO4. Evaporation yielded 3.7 g (73%) of the title compound which was used without further purification. 300-MHz-1H-NMR (DMSO): δ=9.06 (d, J=1.2 Hz, 1H, 3-H), 8.83 (d, J=1.2 Hz, 1H, 6-H), d=3.97 (s, 3H, OMe), 3.74 (s, 3H, SO2Me).

後処理

  1. customthe organic layer was separated
  2. dry with materialdried with MgSO4
  3. customEvaporation

出典と根拠

ORDレコード
ord-a28d5d06505e476a93e6d40f5d7a8997
出典データセット
uspto-grants-2010_04
特許番号
US07691863B2

反応ノート

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