Ethanol → 4-ethoxy-7H-pyrrolo[2,3-d]pyrimidine

反応式

Cl[C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH2:11]([OH:13])[CH3:12].[OH-].[K+]>>[CH2:11]([O:13][C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1)[CH3:12]

参加物

反応物 3

HCID 702Ethanol

HCID 14797Potassium Hydroxide

HCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-

生成物 1

HCID 579632454-ethoxy-7H-pyrrolo[2,3-d]pyrimidine収率 66.9%

反応条件

温度: 120 °C

実験手順

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine (9, 300 mg, 1.95 mmol) is combined with 3.00 mL of ethanol (10, 51.4 mmol), then potassium hydroxide (0.226 g, 4.03 mmol) is added. The reaction is heated at 120° C. for 3 hours in a microwave, then extracted with ethyl acetate and aqueous saturated ammonium chloride. The organic layer is washed with brine, dried with magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is recrystallized from methanol to provide the desired compound (11, 213 mg). MS (ESI) [M+H+]+=164.9.

後処理

extractionextracted with ethyl acetate and aqueous saturated ammonium chloride
washThe organic layer is washed with brine
dry with materialdried with magnesium sulfate
filtrationfiltered
concentrationthe filtrate concentrated under vacuum
customThe resulting material is recrystallized from methanol

出典と根拠

ORDレコード: ord-9f8945ba44a84ca1b5f3875d6fc709e1
出典データセット: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08901118B2

反応ノート

読み込み中…

参加物