Hydrochloric Acid → 7-Benzyl-4-cyclohexyloxy-7H-pyrrolo[2,3-d]pyrimidine

HRID 2180961

反応式

HRID 2180961 の反応式
[H-].[Na+].[CH:3]1([OH:9])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[CH2:10]([N:17]1[C:21]2[N:22]=[CH:23][N:24]=[C:25](Cl)[C:20]=2[CH:19]=[CH:18]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.Cl>C1COCC1>[CH2:10]([N:17]1[C:21]2[N:22]=[CH:23][N:24]=[C:25]([O:9][CH:3]3[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]3)[C:20]=2[CH:19]=[CH:18]1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7966CyclohexanolHCID 24758Sodium hydrideHCID 151853564-Chloro-7-(phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidine

生成物 1

HCID 224845557-Benzyl-4-cyclohexyloxy-7H-pyrrolo[2,3-d]pyrimidine収率 59%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a flame dried flask under nitrogen was charged 84 mg (2.10 mmol) of 60% sodium hydride in mineral oil and 3.0 mL of THF and the mixture cooled to 0° C. Cyclohexanol (0.18 mL/1.70 mmol) was added and the reaction mixture stirred for 5 min. A solution of 102 mg (0.419 mmol) of the product from Method L in 1.0 mL of THF was added and the mixture heated to reflux for 3 h. After cooling to room temperature, the reaction mixture was acidified to pH 1 with 2 N HCl and concentrated in vacuo. The resulting residue was then slurried in ethyl acetate, filtered and the filtrate concentrated in vacuo to provide 76 mg (59%) of the title compound as an oil. LRMS: 308 (M+1).

後処理

  1. customTo a flame dried flask under nitrogen
  2. temperaturethe mixture heated
  3. temperatureto reflux for 3 h
  4. temperatureAfter cooling to room temperature
  5. concentrationconcentrated in vacuo
  6. filtrationfiltered
  7. concentrationthe filtrate concentrated in vacuo

出典と根拠

ORDレコード
ord-50eee0111514448c89b3edde8cac8942
出典データセット
uspto-grants-2005_05
特許番号
US06890929B2

関連ノート

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