Hydrochloric Acid → 2-(4-Fluorophenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine

HRID 2260524

반응식

HRID 2260524 반응식
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)[C:3]=1[C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1.Cl.CO[CH:23](OC)[CH2:24][CH:25](OC)OC.C(=O)(O)[O-].[Na+]>C(O)C.[Cl-].[Zn+2].[Cl-]>[F:13][C:10]1[CH:11]=[CH:12][C:7]([C:4]2[C:3]([C:14]3[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=3)=[C:2]3[N:1]=[CH:23][CH:24]=[CH:25][N:6]3[N:5]=2)=[CH:8][CH:9]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 66019TetramethoxypropaneHCID 516892Sodium BicarbonateHCID 178509109HCID 178509109, 화합물

생성물 1

HCID 199572802-(4-Fluorophenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine수율 87.6%

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 702Ethanol용매

실험 절차

To a solution of 5-amino-3-(4-fluorophenyl)-4-(pyridin-4-yl)pyrazole (102 mg) in ethanol (3 ml)were added concentrated hydrochloric acid (50 μl), zinc chloride (27 mg) and 1,1,3,3-tetramethoxypropane (72 mg) in that order. The mixture was refluxed for one hour, cooled, and poured into an aqueous saturated sodium bicarbonate solution. The separated oil was extracted with dichloromethane. The extract was washed with brine, dried and concentrated in vacuo. The residue was crystallized from a mixture of ethyl acetate and diethyl ether to yield 2-(4-fluorophenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine (102 mg).

후처리

  1. temperatureThe mixture was refluxed for one hour
  2. temperaturecooled
  3. extractionThe separated oil was extracted with dichloromethane
  4. washThe extract was washed with brine
  5. customdried
  6. concentrationconcentrated in vacuo
  7. customThe residue was crystallized from a mixture of ethyl acetate and diethyl ether

출처 및 근거

ORD 기록
ord-4e93b35808034cbfaaf73b869abb4f16
출처 데이터셋
uspto-grants-1995_12
특허 번호
US05478827

연결된 노트

불러오는 중…