2,4-Dimethoxybenzylamine → 4-(2,4-Dimethoxy-benzylamino)-isoquinoline-1-carbonitrile

HRID 966915ノート

反応式

HRID 966915 の反応式
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]#[N:13])=[N:4][CH:3]=1.[CH3:14][O:15][C:16]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[CH:20][C:17]=1[CH2:18][NH2:19]>C(#N)C>[CH3:14][O:15][C:16]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[CH:20][C:17]=1[CH2:18][NH:19][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]#[N:13])=[N:4][CH:3]=1

参加物

4

反応物 2

HCID 5972502,4-DimethoxybenzylamineHCID 218749014-Bromoisoquinoline-1-carbonitrile

生成物 1

HCID 218754144-(2,4-Dimethoxy-benzylamino)-isoquinoline-1-carbonitrile収率 30.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of compound 470B (699 mg, 3.00 mmol) and 2,4-dimethoxybenzylamine (4.8 mL, 30 mmol) in 15 mL of acetonitrile was refluxed for 16 h. After concentration in vacuo, the residue was purified on a 5×15 cm silica gel column, eluting with 3:2 hexane:ethyl acetate to afford 290 mg (30%) of 470C as a light yellow solid. HPLC: 1.76 min (retention time) (Phenomenex C-18, 5 micron column, 4.6×30 mm, eluting with 10-90% aqueous methanol over 2 min containing 0.1% TFA, 4 mL/min, monitoring at 254 nm).

後処理

  1. temperaturewas refluxed for 16 h
  2. concentrationAfter concentration in vacuo
  3. customthe residue was purified on a 5×15 cm silica gel column
  4. washeluting with 3:2 hexane

出典と根拠

ORDレコード
ord-33164a7083284e9e83d5dbb483d6253e
出典データセット
uspto-grants-2005_10
特許番号
US06953679B2

反応ノート

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