홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Potassium Carbonate → Ethyl 5-(2-acetamido-5-methylpyridin-4-yl)-3-furoate

HRID 537061
노트
인쇄 미리보기

반응식

HRID 537061 반응식
Br[C:2]1[O:6][CH:5]=[C:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:3]=1.[CH3:12][C:13]1[C:14](B2OC(C)(C)C(C)(C)O2)=[CH:15][C:16]([NH:19][C:20](=[O:22])[CH3:21])=[N:17][CH:18]=1.C([O-])([O-])=O.[K+].[K+]>O.C1(C)C=CC=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[C:20]([NH:19][C:16]1[CH:15]=[C:14]([C:2]2[O:6][CH:5]=[C:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:3]=2)[C:13]([CH3:12])=[CH:18][N:17]=1)(=[O:22])[CH3:21]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 14592142Ethyl 5-bromofuran-3-carboxylateHCID 66749567N-(5-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetamide

생성물 1

HCID 66748598Ethyl 5-(2-acetamido-5-methylpyridin-4-yl)-3-furoate수율 95.7%

시약·촉매·용매 3

HCID 44119782
Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)
촉매
HCID 962Water용매
HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

A mixture of ethyl 5-bromo-3-furoate (23.7 g, 108.9 mmol), N-[5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-yl]acetamide (20.0 g, 72.5 mmol), Pd(dppf)Cl2 (5.92 g, 9.09 mmol) and K2CO3 (20.0 g, 72.5 mmol) in water (72.5 mL) and toluene (1240 mL) was allowed to stir at 100° C. under an atmosphere of nitrogen overnight. The mixture was filtered while hot and then concentrated. The residue was washed with EtOH and water and then dried to give ethyl 5-(2-acetamido-5-methylpyridin-4-yl)-3-furoate (20.0 g, 67%).

후처리

  1. filtrationThe mixture was filtered while hot and
  2. concentrationthen concentrated
  3. washThe residue was washed with EtOH and water
  4. customdried

출처 및 근거

ORD 기록
ord-061e3c02a7994001a21a0ec0fca3d728
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08859768B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트