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

반응식

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]

참가 물질

반응물 3

HCID 702Ethanol

HCID 14797Potassium Hydroxide

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

생성물 1

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

반응 조건

온도: 120 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록: ord-9f8945ba44a84ca1b5f3875d6fc709e1
출처 데이터셋: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08901118B2

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