Tyramine → 4-(2-((2-Chloro-9-isopropyl-9H-purin-6-yl)amino)ethyl)phenol

HRID 1422475ノート

反応式

HRID 1422475 の反応式
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]([CH3:13])[CH3:12])=[C:4](Cl)[N:3]=1.[NH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1.C(N(CC)CC)C>CC(O)C>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]([CH3:13])[CH3:12])=[C:4]([NH:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=2)[N:3]=1

参加物

5

反応物 3

HCID 5610TyramineHCID 8471TriethylamineHCID 112184902,6-dichloro-9-(propan-2-yl)-9H-purine

生成物 1

HCID 755299704-(2-((2-Chloro-9-isopropyl-9H-purin-6-yl)amino)ethyl)phenol

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

2,6-dichloro-9-isopropyl-9H-purine (500 g) was added in portions to a stirred mixture of tyramine (593 g), triethylamine (262 g), and i-PrOH (5.0 L) at 50° C. The mixture was stirred at that temperature for 4 hr, then the reaction mixture was concentrated. The residue was taken up in isopropyl acetate (6.0 L) and was washed with 20% citric acid solution (2.0 L) and water (2.0 L). The organic layer was concentrated to dryness, then was taken up in ethanol (2.0 L) and again concentrated to dryness. The crude solid was crystallized from ethanol (3.2 L) to provide the title compound as a solid.

後処理

  1. concentrationthe reaction mixture was concentrated
  2. washwas washed with 20% citric acid solution (2.0 L) and water (2.0 L)
  3. concentrationThe organic layer was concentrated to dryness
  4. concentrationagain concentrated to dryness
  5. customThe crude solid was crystallized from ethanol (3.2 L)

出典と根拠

ORDレコード
ord-21a1f1f5ab624e4c9d0d538b6c42ea35
出典データセット
uspto-grants-2015_01
特許番号
US08927281B2

反応ノート

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