Ammonium Hydroxide → 1-(1-benzyl-4-piperidinyl)-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

HRID 897421노트

반응식

HRID 897421 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3=[N:19][CH:20]=[N:21][C:22](Cl)=[C:17]3[C:16]([Br:24])=[N:15]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[NH4+:26]>O1CCOCC1>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3=[N:19][CH:20]=[N:21][C:22]([NH2:26])=[C:17]3[C:16]([Br:24])=[N:15]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 223471731-(1-benzyl-4-piperidinyl)-3-bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine2회

생성물 1

HCID 111534161-(1-benzyl-4-piperidinyl)-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
120 °C

실험 절차

1-(1-benzyl-4-piperidinyl)-3-bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine (Intermediate C) (9 g, 61% purity) was mixed with dioxane (100 ml) and ammonium hydroxide (100 ml) in a pressure vessel. The mixture was heated to 120° C. overnight. Solvent was removed and the residue was purified via flash column chromatography using ethyl acetate as the mobile phase to give 1-(1-benzyl-4-piperidinyl)-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. 1H NMR (CDCl3) 1.94(d, J=11.23 Hz, 2H), 2.21 (m, 2H), 2.35 (m, 2H), 3.04(d, J=11.48 Hz), 3.57(s, 2H), 4.71(m, 1H), 5.98(s, 2H), 7.34(m, 5H), 8.33(s, 1H); LC/MS (MH+=389).

후처리

  1. customSolvent was removed
  2. customthe residue was purified via flash column chromatography

출처 및 근거

ORD 기록
ord-9be4600cbe8144ccb98fc02f8fbb869f
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06921763B2

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