Methanol → Tasipimidine

HRID 1771417ノート

反応式

HRID 1771417 の反応式
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

参加物

7

反応物 4

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

生成物 1

HCID 71767208Tasipimidine

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 1140Toluene溶媒

反応条件

温度
130 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-e5270498fdaa4c2cbcbcef4f0caff6a7
出典データセット
uspto-grants-2016_02
特許番号
US09249127B2

反応ノート

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