Acetic Acid → 4-(2-Indanylamino)furo[2,3-d]pyrimidine

HRID 48404

反応式

HRID 48404 の反応式
[NH2:1][C:2]1[O:3][CH:4]=[CH:5][C:6]=1[C:7]#[N:8].[CH:9](OCC)(OCC)OCC.C(OC(=O)C)(=O)C.[NH2:26][CH:27]1[CH2:35][C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH2:28]1.C([O-])(=O)C.[Na+].C(O)(=O)C>>[CH2:28]1[C:29]2[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:35][CH:27]1[NH:26][C:7]1[C:6]2[CH:5]=[CH:4][O:3][C:2]=2[N:1]=[CH:9][N:8]=1

参加物

7

反応物 6

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 763102-AminoindaneHCID 517045Sodium AcetateHCID 227196132-Amino-3-cyanofuran

生成物 1

HCID 227195994-(2-Indanylamino)furo[2,3-d]pyrimidine収率 7.2%

反応条件

温度
130 °C

実験手順

A mixture of 2-amino-3-cyanofuran (270 mg, 2.5 mmol), triethyl orthoformate (1.5 ml, 9.0 mmol), and acetic anhydride (0.18 ml, 1.9 mmol) was heated to reflux at 130° C. for 2 hours. The reaction mixture was cooled, and 2-aminoindan (670 mg, 5.0 mmol), sodium acetate (640 mg, 7.8 mmol), and acetic acid (1.1 ml, 19 mmol) were added, which was further heated to reflux at 130° C. for 2 hours. The residue obtained by distilling off the solvent under reduced pressure was purified by silica gel chromatography (hexane:ethyl acetate=2:1) to obtain the title compound (44 mg, 0.18 mmol) having the following physical properties:

後処理

  1. temperaturewas heated
  2. temperatureThe reaction mixture was cooled
  3. temperaturewhich was further heated
  4. temperatureto reflux at 130° C. for 2 hours
  5. customThe residue obtained
  6. distillationby distilling off the solvent under reduced pressure
  7. customwas purified by silica gel chromatography (hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-024ce929433f44509d6cf287f724db6b
出典データセット
uspto-grants-2004_03
特許番号
US06703421B1

関連ノート

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