Ethanol → 1H-Pyrazolo[3,4-b]pyridine-3-carboximidamide, 5-fluoro-1-[(2-fluorophenyl)methyl]-, hydrochloride (1:1)

HRID 2404950노트

반응식

HRID 2404950 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]#[N:12])=[N:9][N:8]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:5]2=[N:6][CH:7]=1.C(O)C.C[O-].[Na+].[Cl-:27].[NH4+:28]>CO>[ClH:27].[F:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11](=[NH:28])[NH2:12])=[N:9][N:8]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:5]2=[N:6][CH:7]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 10942334Sodium MethoxideHCID 568467435-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile

생성물 1

HCID 866861511H-Pyrazolo[3,4-b]pyridine-3-carboximidamide, 5-fluoro-1-[(2-fluorophenyl)methyl]-, hydrochloride (1:1)

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

406.0 g (1.50 mol) of the compound from Example 8 were suspended in 2.081 of ethanol. Subsequently, 54.1 g (0.30 mol) of sodium methoxide in methanol (30%) were added and the mixture was stirred at room temperature overnight. 88.4 g (1.65 mol) of ammonium chloride were added, and the mixture was heated to 65° C. and stirred at 65° C. for 3.5 h. The solvents were distilled off and the residue was stirred with 1.61 of ethyl acetate overnight. The precipitated solids were filtered off with suction, washed twice with 140 ml each time of ethyl acetate and dried in a vacuum drying cabinet at 50° C. under a gentle nitrogen stream. This gave 441.4 g (90.7% of theory) of the title compound.

후처리

  1. temperaturethe mixture was heated to 65° C.
  2. stirringstirred at 65° C. for 3.5 h
  3. distillationThe solvents were distilled off
  4. stirringthe residue was stirred with 1.61 of ethyl acetate overnight
  5. filtrationThe precipitated solids were filtered off with suction
  6. washwashed twice with 140 ml each time of ethyl acetate
  7. customdried in a vacuum
  8. customdrying cabinet at 50° C. under a gentle nitrogen

출처 및 근거

ORD 기록
ord-d4bc6831d7124a579a403c40a4800ba9
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08802847B2

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