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Sodium Carbonate → HCID 11644859, 화합물

HRID 2112929
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HRID 2112929 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([O-])([O-])=O.[Na+].[Na+].[N:23]1[CH:28]=[CH:27][CH:26]=[C:25](B(O)O)[CH:24]=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:24]=[N:23][CH:28]=[CH:27][CH:26]=3)[CH:7]=[CH:6][N:5]2[N:8]=1)=[O:13])[CH3:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 27343783-Pyridinylboronic acidHCID 57643071N-(7-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)-N′-ethylurea

생성물 1

HCID 11644859HCID 11644859, 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

1-(7-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-3-ethyl-urea (4) (80 mg, 0.28 mmol) was dissolved in dioxane (2 mL), to which was added 2 M Na2CO3 (0.30 mL) and 3-pyridinylboronic acid (38 mg, 0.31 mmol). Pd(dppf)Cl2 (13 mg) was added last, and the mixture heated under nitrogen at reflux for 1.5 h. The reaction solvent was removed under reduced pressure and the residue filtered through a plug of silica gel (5% MeOH/CH2Cl2 as eluant) to give a solid, which was triturated with Et2O. 1-Ethyl-3-(7-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-urea was isolated mp. 230-233° C.

후처리

  1. temperaturethe mixture heated under nitrogen
  2. temperatureat reflux for 1.5 h
  3. customThe reaction solvent was removed under reduced pressure
  4. filtrationthe residue filtered through a plug of silica gel (5% MeOH/CH2Cl2 as eluant)
  5. customto give a solid, which
  6. customwas triturated with Et2O

출처 및 근거

ORD 기록
ord-080b38a74d1a44ae8c876db5476e87ea
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07524860B2

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