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Potassium Carbonate → 2,3-Dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-6(5H)-one

HRID 2276566
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HRID 2276566 반응식
Br[C:2]1[N:3]=[C:4]2[CH2:12][CH2:11][C:10](=[O:13])[NH:9][C:5]2=[N:6][C:7]=1Cl.B(O)(O)[C:15]1[CH:16]=[CH:17][C:18]([CH3:21])=[CH:19][CH:20]=1.C([O-])([O-])=O.[K+].[K+]>CC#N.O.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[C:18]1([CH3:21])[CH:17]=[CH:16][C:15]([C:2]2[N:3]=[C:4]3[CH2:12][CH2:11][C:10](=[O:13])[NH:9][C:5]3=[N:6][C:7]=2[C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)=[CH:20][CH:19]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 79799Tolylboronic acidHCID 866818522-bromo-3-chloro-7,8-dihydropyrido[2,3-b]pyrazin-6(5H)-one2회

생성물 1

HCID 666655132,3-Dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-6(5H)-one

시약·촉매·용매 3

HCID 178418476HCID 178418476, 화합물촉매
HCID 962
Water
용매
HCID 6342Acetonitrile용매

반응 조건

온도
80 °C

실험 절차

To a stirred suspension of 2-bromo-3-chloro-7,8-dihydropyrido[2,3-b]pyrazin-6(5H)-one (Intermediate J) (10 g, 38.1 mmol), p-tolylboronic acid (11.39 g, 84 mmol) in MeCN (400 ml) and water (100 ml) under N2 supply, was added solid K2CO3 (fine mesh) (7.90 g, 57.1 mmol) followed by Pd(PPh3)2Cl2 (1.337 g, 1.905 mmol). The yellow RM was heated to 80° C. and was left stirring for 66 hours. The RM was allowed to cool slowly to RT and then placed in the fridge for 3-4 hours. The fine yellow needles were filtered off under suction and were washed with small quantity of acetonitrile, followed by water. After air drying for 10 min, the solid was transferred, dried in vacuo at 40° C. for 2 hours, to afford the title compound as fine crystalline needles;

후처리

  1. waitwas left
  2. temperatureto cool slowly to RT
  3. waitplaced in the fridge for 3-4 hours
  4. filtrationThe fine yellow needles were filtered off under suction
  5. washwere washed with small quantity of acetonitrile
  6. customAfter air drying for 10 min
  7. customdried in vacuo at 40° C. for 2 hours

출처 및 근거

ORD 기록
ord-e5d3964625cb41cca2bb3053044d1d0a
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09132127B2

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