Methanol → Tasipimidine

HRID 1771417노트

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HRID 1771417 반응식
Br[C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][O:6][CH:7]2[C:12]1[NH:13][CH2:14][CH2:15][N:16]=1.C(P(C(C)(C)C)C1C=CC=CC=1C1C=CC=CC=1)(C)(C)C.[C:38]([O-])([O-])=[O:39].[Cs+].[Cs+].CO>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(C)C=CC=CC=1>[CH3:38][O:39][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][O:6][CH:7]2[C:12]1[NH:13][CH2:14][CH2:15][N:16]=1

참가 물질

7

반응물 4

HCID 887MethanolHCID 10796Cesium carbonateHCID 27342152-(Di-tert-butylphosphino)biphenylHCID 717669082-(5-bromoisochroman-1-yl)-4,5-dihydro-1H-imidazole

생성물 1

HCID 71767208Tasipimidine

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 1140Toluene용매

반응 조건

온도
130 °C

실험 절차

To a mixture of 2-(5-bromoisochroman-1-yl)-4,5-dihydro-1H-imidazole (200 mg), 2-(di-t-butylphosphino)biphenyl (5.31 mg), palladium(II)acetate (3.19 mg) and Cs2CO3 (348 mg) was added methanol (1 ml) and toluene (2 ml). The mixture was degassed with N2 and then heated for 40 min at 120° C. and 30 min at 130° C. Alternatively, other Pd-ligand complexes and reaction conditions can be applied in the C—O formation. The title compound was purified by using separation methods E and G. (Yield 5 mg).

후처리

  1. customThe mixture was degassed with N2
  2. customAlternatively, other Pd-ligand complexes and reaction conditions
  3. customThe title compound was purified
  4. customseparation methods E and G

출처 및 근거

ORD 기록
ord-e5270498fdaa4c2cbcbcef4f0caff6a7
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249127B2

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