Sodium Hydroxide → 1-(3-Aminobenzyl)-4-(2-furyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine

HRID 8294

반응식

HRID 8294 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:11]=[C:10]([NH2:12])[N:9]=[C:8]2[N:13]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-])=O)[CH:18]=3)[N:14]=[CH:15][C:7]=12.O.O.Cl[Sn]Cl.[OH-].[Na+]>CCO.Cl>[NH2:23][C:19]1[CH:18]=[C:17]([CH:22]=[CH:21][CH:20]=1)[CH2:16][N:13]1[C:8]2=[N:9][C:10]([NH2:12])=[N:11][C:6]([C:2]3[O:1][CH:5]=[CH:4][CH:3]=3)=[C:7]2[CH:15]=[N:14]1

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 61436Stannous chloride dihydrateHCID 220154894-(2-Furyl)-1-(3-nitrobenzyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine

생성물 1

HCID 220154991-(3-Aminobenzyl)-4-(2-furyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine수율 115.9%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 702Ethanol용매

반응 조건

온도
50 °C

실험 절차

A suspension of 4-(2-furyl)-1-(3-nitrobenzyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine (396 mg, 1.18 mmol) in EtOH (5 mL) was heated to 50° C., treated with a solution of SnCl2.2H2O (798 mg, 3.54 mmol) in conc. HCl (1.8 mL), stirred at 50° C. for 2 h then heated at 70° C. for 2 h. The reaction mixture was cooled, basified (5-M NaOH) filtered and the resulting solid suspended in MeOH, treated with HCl in dioxan (4-M, 2 mL), diluted with diethyl ether and filtered to give the title compound (419 mg, 94%) as a yellow solid.

후처리

  1. temperaturethen heated at 70° C. for 2 h
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. additiontreated with HCl in dioxan (4-M, 2 mL)
  5. additiondiluted with diethyl ether
  6. filtrationfiltered

출처 및 근거

ORD 기록
ord-19386fb71a8a42e88e53d7414f52c0a1
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087754B2

연결된 노트

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