Potassium Carbonate → 2-Aminobenzoxazole

HRID 249822

반응식

HRID 249822 반응식
Cl[C:2]1[O:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.C([O-])([O-])=O.[K+].[K+].[N:17]12CCCNC1CCCC=C2.[H-].[Na+]>C1COCC1.CN(C=O)C.COCCOC.C(N(CC)CC)C>[NH2:17][C:2]1[O:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1

참가 물질

9

반응물 4

HCID 11430Potassium CarbonateHCID 119862-ChlorobenzoxazoleHCID 24758Sodium hydrideHCID 98128211,8-Diazabicyclo[5.4.0]undec-2-ene

생성물 1

HCID 207072-Aminobenzoxazole

시약·촉매·용매 4

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매HCID 80711,2-Dimethoxyethane용매HCID 8471Triethylamine용매

반응 조건

온도
50 °C

실험 절차

A mixture of an appropriate 2-chlorobenzoxazole, A1 (1 eq), and appropriate amine (2 eq) and optional base (e.g. K2CO3, triethylamine, disopropylamine, 1,8-diazabicyclo[5.4.0]undecene, or sodium hydride) in THF (or DME, DMF) was heated in the range of 20 to 80° C. up to 24 h. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (typical eluents include 9:1 dichloromethane/methanol, ethyl acetate, hexanes) to afford the desired product 2-aminobenzoxazole. Product structure was confirmed by 1H NMR or by mass analysis.

후처리

  1. temperatureAfter cooling to room temperature
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customThe crude product was purified by silica gel column chromatography (typical eluents include 9:1 dichloromethane/methanol, ethyl acetate, hexanes)

출처 및 근거

ORD 기록
ord-2ed551dac8ad4c8da588727013cf15c2
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863271B2

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