Nitrogen → Pyrazolo[1,5-a]pyriMidine-5-carbonitrile

HRID 1890571노트

반응식

HRID 1890571 반응식
Cl[C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][CH:10]=[C:4]2[N:3]=1.N#N.[CH3:13][N:14](C=O)C>[C-]#N.[C-]#N.[Zn+2].C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[N:8]1[N:5]2[CH:6]=[CH:7][C:2]([C:13]#[N:14])=[N:3][C:4]2=[CH:10][CH:9]=1

참가 물질

6

반응물 3

HCID 947NitrogenHCID 6228DimethylformamideHCID 210717595-Chloropyrazolo(1,5-a)pyrimidine

생성물 1

HCID 23156341Pyrazolo[1,5-a]pyriMidine-5-carbonitrile

시약·촉매·용매 2

HCID 11186Zinc cyanide (Zn(CN)2)촉매HCID 178418397HCID 178418397, 화합물촉매

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온도
110 °C

실험 절차

To a mixture of 5-chloropyrazolo[1,5-a]pyrimidine (2-1) (1.0 g, 6.45 mmol) and Zn(CN)2 (770 mg, 6.58 mmol) in dried DMF (20 mL) exchanged by N2 was added Pd(PPh3)4 (400 mg, 3.46 mmol). The reaction mixture was stirred at 110° C. overnight. After cooled to the room temperature, the solution was concentrated and purified by chromatography on silica gel to afford the title compound (620 mg)

후처리

  1. temperatureAfter cooled to the room temperature
  2. concentrationthe solution was concentrated
  3. custompurified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-9a7b5b65375e4e569f5106a99c593a5b
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507487B2

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