Dichloromethane → 5-(3-fluorophenyl)-4-(piperazin-1-yl)-1H-pyrazolo[3,4-b]pyridine dihydrochloride

HRID 387561노트

반응식

HRID 387561 반응식
C(O)(C(F)(F)F)=O.[F:8][C:9]1[CH:10]=[C:11]([C:15]2[C:16]([N:33]3[CH2:38][CH2:37][N:36](C(OC(C)(C)C)=O)[CH2:35][CH2:34]3)=[C:17]3[CH:23]=[N:22][N:21](CC4C=CC(OC)=CC=4)[C:18]3=[N:19][CH:20]=2)[CH:12]=[CH:13][CH:14]=1.C(Cl)[Cl:47]>>[ClH:47].[ClH:47].[F:8][C:9]1[CH:10]=[C:11]([C:15]2[C:16]([N:33]3[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]3)=[C:17]3[CH:23]=[N:22][NH:21][C:18]3=[N:19][CH:20]=2)[CH:12]=[CH:13][CH:14]=1

참가 물질

4

반응물 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acid2회HCID 68758144tert-butyl 4-(5-(3-fluorophenyl)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate

생성물 1

HCID 687569845-(3-fluorophenyl)-4-(piperazin-1-yl)-1H-pyrazolo[3,4-b]pyridine dihydrochloride수율 94%

실험 절차

TFA (1 mL) was added to tert-butyl 4-(5-(3-fluorophenyl)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate (0.25 g, 0.483 mmol) in DCM (5 mL) and stirred at room temperature for 2 hours. The reaction was then concentrated to dryness and dried under vacuum for 3 hours. TFA (1.86 mL, 24.2 mmol) was then added, and the mixture was heated to 65° C. for 3 hours. The reaction was then concentrated to dryness. The resulting residue was dissolved in DCM (2 mL), and HCl in ether (2 mL, 2M) and ether (5 mL) were added. The resulting solid was collected by filtration to give 5-(3-fluorophenyl)-4-(piperazin-1-yl)-1H-pyrazolo[3,4-b]pyridine dihydrochloride (0.17 g, 94%). MS ESI (+) m/z 298.1 detected.

후처리

  1. concentrationThe reaction was then concentrated to dryness
  2. customdried under vacuum for 3 hours
  3. temperaturethe mixture was heated to 65° C. for 3 hours
  4. concentrationThe reaction was then concentrated to dryness
  5. dissolutionThe resulting residue was dissolved in DCM (2 mL)
  6. additionHCl in ether (2 mL, 2M) and ether (5 mL) were added
  7. filtrationThe resulting solid was collected by filtration

출처 및 근거

ORD 기록
ord-ba323c8770e245a1af6e7f57cdb98daa
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372842B2

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