Potassium Carbonate → 3-[5-(6-Chloropurin-9-yl)pentyloxy]benzamide

HRID 850058ノート

反応式

HRID 850058 の反応式
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11]([NH2:13])=[O:12].[Cl:17][C:18]1[N:26]=[CH:25][N:24]=[C:23]2[C:19]=1[NH:20][CH:21]=[N:22]2.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:17][C:18]1[N:26]=[CH:25][N:24]=[C:23]2[C:19]=1[N:20]=[CH:21][N:22]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11]([NH2:13])=[O:12]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 53592776-ChloropurineHCID 183546093-(Bromopentyloxy)benzamide

生成物 1

HCID 183546243-[5-(6-Chloropurin-9-yl)pentyloxy]benzamide収率 20%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 3-(bromopentyloxy)benzamide (500 mg, 1.7 mmols), 6-chloropurine (270 mg, 1.7 mmols) and potassium carbonate (240 mg, 1.7 mmols) in DMF (7.5 ml) was stirred for two days at room temperature. The solvent was then removed under vacuum (0.001 mmHg) and the white solid (mixture of N7 and N9 isomers) was chromatographed (silica, 10% MeOH/CH2CI2) to give a single product (N9 isomer) as a glass. This was triturated with ether (~5 ml) to give a white solid which was recrystallised from ethyl acetate to give the product (120 mg, 0.33 mmols, 20% yield)

後処理

  1. customThe solvent was then removed under vacuum (0.001 mmHg)
  2. additionthe white solid (mixture of N7 and N9 isomers)
  3. customwas chromatographed (silica, 10% MeOH/CH2CI2)
  4. customto give a single product (N9 isomer) as a glass
  5. customThis was triturated with ether (~5 ml)
  6. customto give a white solid which
  7. customwas recrystallised from ethyl acetate

出典と根拠

ORDレコード
ord-e4fd1a1fb19245a4ab49bedc0e170eef
出典データセット
uspto-grants-2000_01
特許番号
US06015827

反応ノート

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