Water → HCID 46314739, 화합물

HRID 659124노트

반응식

HRID 659124 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]([F:10])=[C:6]([CH:9]=1)[C:7]#[N:8].[C:11]1(B(O)O)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C([O-])([O-])=O.[Cs+].[Cs+].O>C1(C)C=CC=CC=1>[F:10][C:5]1[CH:4]=[CH:3][C:2]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:9][C:6]=1[C:7]#[N:8]

참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 66827Phenylboronic AcidHCID 27249005-Bromo-2-fluorobenzonitrile

생성물 1

HCID 46314739HCID 46314739, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

5-Bromo-2-fluorobenzonitrile (53) (500 mg, 2.54 mmol) was coupled to phenylboronic acid (335 mg, 2.75 mmol) with Cs2CO3 (1.63 g, 5.00 mmol) in toluene (4 mL) in a microwave at 140° C. for 30 minutes. Water was added and the organics extracted several times with EtOAc, dried (MgSO4), filtered and the solvent concentrated in vacuo. The crude product was purified by Flash Master Jones Chromatography using a 25 g silica cartridge and eluting with 10% EtOAc in heptane to yield the title compound. Yield: 375 mg, 76%; LC-MS tr 1.63 min; HPLC Purity: 97%; MS (ES+) m/z not detectable (M+H)

후처리

  1. dry with materialthe organics extracted several times with EtOAc, dried (MgSO4)
  2. filtrationfiltered
  3. concentrationthe solvent concentrated in vacuo
  4. customThe crude product was purified by Flash Master Jones Chromatography
  5. washeluting with 10% EtOAc in heptane

출처 및 근거

ORD 기록
ord-7bce9bd8947944bfb775552980f3b2a4
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08080567B2

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