Sodium Hydroxide → HCID 12114217、化合物

HRID 967055

反応式

HRID 967055 の反応式
[CH2:1]([O:4][CH2:5][CH2:6][N:7]1[C:19]2[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[N:12]=[C:11]([NH2:20])[C:10]=2[N:9]=[CH:8]1)[C:2]#[CH:3].[C:21]1([O:27][C:28]2[CH:33]=[CH:32][C:31](I)=[CH:30][CH:29]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[OH-].[Na+]>>[O:27]([C:28]1[CH:29]=[CH:30][C:31]([C:3]#[C:2][CH2:1][O:4][CH2:5][CH2:6][N:7]2[C:19]3[C:18]4[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=4[N:12]=[C:11]([NH2:20])[C:10]=3[N:9]=[CH:8]2)=[CH:32][CH:33]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参加物

4

反応物 3

HCID 14798Sodium HydroxideHCID 5203994-Iododiphenyl etherHCID 98566101-[2-(2-propynyloxy)ethyl)-1H-imidazo[4,5-c]quinolin-4-amine

生成物 1

HCID 12114217HCID 12114217、化合物収率 2.9%

実験手順

Using the general method of Example 7, 1-[2-(2-propynyloxy)ethyl]-1H-imidazo[4,5-c]quinolin-4-amine (0.50 g, 1.88 mmol) was reacted with 4-iodophenyl phenyl ether (0.78 g, 2.63 mmol). The crude product was purified by column chromatography eluting with 95/5 dichloromethane/methanol to provide a solid. The solid was slurried with aqueous sodium hydroxide to remove salts and then purified by column chromatography eluting with 9/1 ethyl acetate/methanol to provide a solid. This material was further purified by column chromatography eluting with 99/1 ethyl acetate/methanol to provide 24 mg of 1-(2-{[3-(4-phenoxyphenyl)-2-propynyl]oxy}ethyl)-1H-imidazo[4,5-c]quinolin-4-amine as a solid, m.p. 146-148° C.

後処理

  1. customThe crude product was purified by column chromatography
  2. washeluting with 95/5 dichloromethane/methanol
  3. customto provide a solid
  4. customto remove salts
  5. custompurified by column chromatography
  6. washeluting with 9/1 ethyl acetate/methanol
  7. customto provide a solid
  8. customThis material was further purified by column chromatography
  9. washeluting with 99/1 ethyl acetate/methanol

出典と根拠

ORDレコード
ord-990be293633c4e9fab3ae1d04ee2f566
出典データセット
uspto-grants-2005_10
特許番号
US06953804B2

関連ノート

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