Diethyl Malonate → HCID 58447952, 화합물

HRID 1036297노트

반응식

HRID 1036297 반응식
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

참가 물질

7

반응물 4

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

생성물 1

HCID 58447952HCID 58447952, 화합물

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 1140Toluene용매

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온도
98 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-725603b4ec6a4cc9a528e82e4296950a
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546396B2

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