5-(p-Aminophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine → Fadrozole

HRID 22558노트

반응식

HRID 22558 반응식
N[C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[N:13]3[CH:14]=[N:15][CH:16]=[C:12]3[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.N([O-])=O.[Na+].[Cu][C:22]#[N:23]>Cl.O>[C:22]([C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[N:13]3[CH:14]=[N:15][CH:16]=[C:12]3[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1)#[N:23]

참가 물질

6

반응물 3

HCID 152947205-(p-Aminophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridineHCID 23668193Sodium NitriteHCID 178418546HCID 178418546, 화합물

생성물 1

HCID 59693Fadrozole

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 962Water용매3회

실험 절차

A solution of 2.13 g of 5-(p-aminophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine in 4 ml of concentrated hydrochloric acid and 10 ml of water is cooled in an ice-bath and a solution of 0.78 g of sodium nitrite in 2 ml of water is added slowly. The solution is added via dropping funnel to an ice cooled solution of 3.0 g of copper(I) cyanide in 10 ml of water, keeping the temperature between 30°-40°. The reaction mixture is heated on a steam bath for 1 h, cooled and brought to pH 9. The organic extracts are dried over sodium sulfate and evaporated and the residue is chromatographed on silica gel with ethyl acetate to yield the title compound.

후처리

  1. additionThe solution is added
  2. custombetween 30°-40°
  3. temperatureThe reaction mixture is heated on a steam bath for 1 h
  4. temperaturecooled
  5. dry with materialThe organic extracts are dried over sodium sulfate
  6. customevaporated
  7. customthe residue is chromatographed on silica gel with ethyl acetate

출처 및 근거

ORD 기록
ord-14e5b909f4a74155a7d9cebed6739509
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428160

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