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Dimethylformamide → HCID 22030088, 화합물

HRID 1791245
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HRID 1791245 반응식
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[C:13]([C:14]([F:17])([F:16])[F:15])=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:4][C:3]=1[NH2:18].[Cl-].[NH4+].[OH-].[NH4+].C[N:24]([CH:26]=[O:27])C>O.[C-]#N.[Zn+2].[C-]#N.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].C1(P(C2C=CC=CC=2)[C-]2C=CC=C2)C=CC=CC=1.[C-]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C1.[Fe+2]>[NH2:18][C:3]1[C:2]([C:26]([NH2:24])=[O:27])=[N:7][CH:6]=[C:5]([C:8]2[C:13]([C:14]([F:17])([F:16])[F:15])=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:4]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 6228DimethylformamideHCID 14923Ammonium HydroxideHCID 25517Ammonium ChlorideHCID 220300306'-Chloro-3-trifluoromethyl[2,3']bipyridinyl-5'-ylamine

생성물 1

HCID 22030088HCID 22030088, 화합물수율 90%

시약·촉매·용매 4

HCID 11186Zinc cyanide (Zn(CN)2)
촉매
HCID 635956Ferrocene-1,1'-bis-(diphenylphosphine)촉매2회
HCID 9811564Bis(dibenzylideneacetone)palladium촉매
HCID 962Water용매3회

반응 조건

온도
0 °C

실험 절차

Heat a solution of 6′-chloro-3-trifluoromethyl-[2,3′]bipyridinyl-5′-ylamine (25 g, 0.091 mol), zinc cyanide (6.75 g, 0.058 mol), tris[dibenzylidineacetone]di-palladium (also referred to as “pd2(dba)3”; 2.63 g, 2.86 mmol), 1,1′-bis(diphenylphosphino)ferrocene (also referred to as “DPPF”; 3.16 g, 5.72 mmol) in DMF (250 mL) and water (2.5 mL), under a nitrogen atmosphere, at 120° C. for 1 hour. Add water (30 mL) and heat the solution at 120° C. for a further 4 hours to complete the hydrolysis. Cool the reaction to 0° C. and add a solution of saturated ammonium chloride (200 ml), water (200 mL) and concentrated ammonium hydroxide (50 mL). After stirring at 0° C. for 1 hour, filter the yellow precipitate, and wash with water (200 mL) and a 1:1 mixture of ether-hexane (200 mL). Dry the solid in air and then in a vacuum oven to give (23 g, 90%) of the title compound.

후처리

  1. customthe hydrolysis
  2. temperatureCool
  3. customthe reaction to 0° C.
  4. filtrationfilter the yellow precipitate
  5. washwash with water (200 mL)
  6. additiona 1:1 mixture of ether-hexane (200 mL)
  7. customDry the solid in air

출처 및 근거

ORD 기록
ord-c6601c51f2bb4dacac86f554f419c803
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07074799B2

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