Diethyl Malonate → HCID 58447952、化合物

HRID 1036297ノート

反応式

HRID 1036297 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][S:11][CH2:10][CH2:9]2)=[N:6][CH:7]=1.[C:14]([O:22][CH2:23][CH3:24])(=[O:21])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].C1(C2C=CC=CC=2)C=CC=CC=1P(C(C)(C)C)C(C)(C)C.C(O[Na])(C)(C)C>C1(C)C=CC=CC=1.CC([O-])=O.CC([O-])=O.[Pd+2]>[S:11]1[CH2:12][CH2:13][N:8]([C:5]2[N:6]=[CH:7][C:2]([CH:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:14]([O:22][CH2:23][CH3:24])=[O:21])=[CH:3][CH:4]=2)[CH2:9][CH2:10]1

参加物

7

反応物 4

HCID 7761Diethyl MalonateHCID 27342152-(Di-tert-butylphosphino)biphenylHCID 177499624-(5-Bromopyridin-2-yl)thiomorpholineHCID 178418730sodium 2-methylpropan-2-olate

生成物 1

HCID 58447952HCID 58447952、化合物

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 1140Toluene溶媒

反応条件

温度
98 °C

実験手順

A mixture of 4-(5-bromopyridin-2-yl)thiomorpholine 219-2 (2.37 g, 9.15 mmol), diethyl malonate (2.04 g, 12.8 mmol), Pd(OAc)2 (102 mg, 0.46 mmol), biphenyl-2-yl-di-tert-butylphosphine (270 mg, 0.9 mmol) and t-BuONa (1.76 g, 18.3 mmol) in toluene (45 ml) was stirred under argon at 98° C. for 1 hour. After cooled to room temperature, the mixture was filtered through celite and washed with ethyl acetate. The filtrate was evaporated and the residue was subjected to silica gel column chromatography to give diethyl 2-(6-thiomorpholinopyridin-3-yl)malonate 219-3.

後処理

  1. temperatureAfter cooled to room temperature
  2. filtrationthe mixture was filtered through celite
  3. washwashed with ethyl acetate
  4. customThe filtrate was evaporated

出典と根拠

ORDレコード
ord-725603b4ec6a4cc9a528e82e4296950a
出典データセット
uspto-grants-2013_10
特許番号
US08546396B2

反応ノート

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