Dimethylamine, hydrochloride → HCID 66805417、化合物

HRID 1193354ノート

反応式

HRID 1193354 の反応式
CS([C:5]1[N:6]=[CH:7][C:8]2[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:12][CH2:11][C:9]=2[N:10]=1)(=O)=O.Cl.[CH3:23][NH:24][CH3:25].CCN(C(C)C)C(C)C>CN1C(=O)CCC1.O>[CH3:23][N:24]([CH3:25])[C:5]1[N:6]=[CH:7][C:8]2[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:12][CH2:11][C:9]=2[N:10]=1

参加物

6

反応物 3

HCID 10473Dimethylamine, hydrochlorideHCID 81531DiisopropylethylamineHCID 22709841tert-Butyl 7,8-dihydro-2-(methylsulfonyl)pyrido[4,3-d]pyrimidine-6(5H)-carboxylate

生成物 1

HCID 66805417HCID 66805417、化合物収率 78%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
130 °C

実験手順

A mixture of tert-butyl 2-(methylsulfonyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (2.8 g, 8.95 mmol, 1.0 eq.), dimethylamine HCl (1.09 g, 13.42 mmol, 1.5 eq.) and DIPEA (4.37 ml, 25.56 mmol, 4.0 eq.) in NMP (6.5 ml) was stirred for 1 hour at 130° C. in a microwave. The reaction mixture was diluted with water (100 ml) and extracted with ethyl acetate (2×150 ml). The combined org. phases were washed with sat. NaCl solution (200 ml), dried over sodium sulfate, concentrated under reduced pressure and purified by column chromatography (silica gel, 18% ethyl acetate in hexane). Yield: 78% (1.95 g, 7.01 mmol)

後処理

  1. extractionextracted with ethyl acetate (2×150 ml)
  2. washphases were washed with sat. NaCl solution (200 ml)
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. custompurified by column chromatography (silica gel, 18% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-67eb56693b1d4a289e61b77b65fe6f2f
出典データセット
uspto-grants-2014_03
特許番号
US08680159B2

反応ノート

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