Sodium Carbonate → HCID 59436076, 화합물

HRID 1802451노트

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HRID 1802451 반응식
[CH:1]([N:4]([CH:19]([CH3:21])[CH3:20])[C:5]([C:7]1[CH:12]=[CH:11][N:10]=[C:9]([O:13][CH2:14][CH3:15])[C:8]=1B(O)O)=[O:6])([CH3:3])[CH3:2].I[C:23]1[CH:29]=[C:28]([F:30])[CH:27]=[CH:26][C:24]=1[NH2:25].C(=O)([O-])[O-].[Na+].[Na+]>C1COCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[NH2:25][C:24]1[CH:23]=[CH:29][C:28]([F:30])=[CH:27][C:26]=1[C:8]1[C:9]([O:13][CH2:14][CH3:15])=[N:10][CH:11]=[CH:12][C:7]=1[C:5]([N:4]([CH:19]([CH3:21])[CH3:20])[CH:1]([CH3:3])[CH3:2])=[O:6]

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 27782834-Fluoro-2-iodoanilineHCID 59436096{4-[Di(propan-2-yl)carbamoyl]-2-ethoxypyridin-3-yl}boronic acid

생성물 1

HCID 59436076HCID 59436076, 화합물

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 8028Tetrahydrofuran용매

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온도
100 °C

실험 절차

To a solution of {4-[(diisopropylamino)carbonyl]-2-ethoxypyridin-3-yl}boronic acid (8.19 g, 27.8 mmol) in THF (45 mL), were added 2-iodo-4-fluoro-aniline (3 g, 12.7 mmol), sodium carbonate (2.0 M, 10 mL), and tetrakis(triphenylphosphine)palladium (2.93 g, 2.53 mmol). The solution was degassed by bubbling nitrogen through the flask and subsequently heated to 100° C. for 2 hr. The solution was cooled and worked up with EtOAc and water, dried over MgSO4, filtered, and concentrated. Column chromatography on silica gel (100% hexanes to 100% EtOAc) provided the title product.

후처리

  1. customThe solution was degassed
  2. customby bubbling nitrogen through the flask
  3. temperatureThe solution was cooled
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7cf55f5e0e874fdca9600e154baec531
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349865B2

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