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

Ethanol → Ethyl 4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

HRID 1253534
노트
인쇄 미리보기

반응식

HRID 1253534 반응식
I[C:2]1[CH:3]=[N:4][N:5]2[CH:10]=[C:9]([C:11]3[CH:12]=[N:13][N:14]([CH3:16])[CH:15]=3)[CH:8]=[C:7]([O:17][CH3:18])[C:6]=12.CC1(C)C2[C:41](=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)[O:40][C:22]2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=C[C:21]1=2.C(N(CC)CC)C.C([OH:70])C>[Pd](Cl)Cl>[CH3:18][O:17][C:7]1[C:6]2[N:5]([N:4]=[CH:3][C:2]=2[C:41]([O:40][CH2:22][CH3:21])=[O:70])[CH:10]=[C:9]([C:11]2[CH:12]=[N:13][N:14]([CH3:16])[CH:15]=2)[CH:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 702EthanolHCID 8471TriethylamineHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 448167683-iodo-4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine

생성물 1

HCID 67374371Ethyl 4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

시약·촉매·용매 1

HCID 24290
Palladium Chloride
촉매

반응 조건

온도
100 °C

실험 절차

3-iodo-4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine (650.0 mg, 1.835 mmol), palladium (II) chloride (16.3 mg, 0.092 mmol), and Xantphos (53.1 mg, 0.092 mmol) were placed in a 40 mL scintillation vial. Absolute ethanol (6 ml) and triethylamine (0.384 ml, 2.75 mmol) were added and the mixture was sparged with argon for 5 minutes. The vial was transferred to a pressure reactor, which was filled with CO (30 psi) and vented (3×). The vessel was pressurized to 100 psi of CO and heated to 100° C. After 4 h, the system was cooled to ambient temperature. The reaction mixture was diluted in ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate and brine then dried over sodium sulfate, filtered and concentrated. The residue was purified by column chromatography on silica gel (methanol/ethyl acetate gradient) to give ethyl 4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carboxylate.

후처리

  1. customthe mixture was sparged with argon for 5 minutes
  2. customThe vial was transferred to a pressure reactor
  3. additionwhich was filled with CO (30 psi)
  4. temperaturethe system was cooled to ambient temperature
  5. additionThe reaction mixture was diluted in ethyl acetate
  6. washwashed with saturated aqueous sodium hydrogen carbonate and brine
  7. dry with materialthen dried over sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customThe residue was purified by column chromatography on silica gel (methanol/ethyl acetate gradient)

출처 및 근거

ORD 기록
ord-815f5d1cfb124e49bec1c7c1311e1eb2
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08455477B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트