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Sodium Carbonate → HCID 57643118, 화합물

HRID 2112930
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HRID 2112930 반응식
Br[C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[C:9]([NH:11][C:12]([NH:14][CH2:15][CH3:16])=[O:13])[N:10]=[C:4]2[CH:3]=1.[C:17]([O-:20])([O-])=O.[Na+].[Na+].CO[C:25]1[CH:26]=[N:27][CH:28]=[C:29](B(O)O)[CH:30]=1>O1CCOCC1.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]>[CH2:15]([NH:14][C:12]([NH:11][C:9]1[N:10]=[C:4]2[CH:3]=[C:2]([C:25]3[CH:26]=[N:27][C:28]([O:20][CH3:17])=[CH:29][CH:30]=3)[CH:7]=[CH:6][N:5]2[N:8]=1)=[O:13])[CH3:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

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HCID 10340Sodium CarbonateHCID 27630875-Methoxypyridine-3-boronic AcidHCID 57643071N-(7-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)-N′-ethylurea

생성물 1

HCID 57643118HCID 57643118, 화합물

시약·촉매·용매 2

HCID 44119782Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)촉매
HCID 31275
1,4-Dioxane
용매

실험 절차

Compound 4, prepared as in Example 1, (120 mg, 0.42 mmol) was dissolved in dioxane (5 mL), to which was added Na2CO3 (0.50 mL of a 2 M aqueous solution) and 3-methoxy-5-pyridineboronic acid (107 mg, 0.70 mmol). Pd(dppf)Cl2 (38 mg) was added last, and the mixture heated under nitrogen at reflux for 15 h. The reaction solvent was removed and the residue filtered through a plug of silica gel (gradient 2-5% MeOH/CH2Cl2 as eluant) to give a solid which was triturated with Et2O. 1-Ethyl-3-[7-(6-methoxy-pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-urea was isolated mp. 230-233° C. Anal. calcd for C15H16N6O2: C, 57.7; H, 5.2; N, 26.9. Found: C, 57.6; H, 5.2; N, 26.4.

후처리

  1. temperaturethe mixture heated under nitrogen
  2. temperatureat reflux for 15 h
  3. customThe reaction solvent was removed
  4. filtrationthe residue filtered through a plug of silica gel (gradient 2-5% MeOH/CH2Cl2 as eluant)
  5. customto give a solid which
  6. customwas triturated with Et2O

출처 및 근거

ORD 기록
ord-1c30c76f0615471381f6c06382bdeb0b
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07524860B2

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