Diethyl Malonate → HCID 58447952, 화합물

HRID 592252노트

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HRID 592252 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-d6262110b13f4d77863b27e4a8985fe4
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238646B2

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