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1,2-Dichloroethane → HCID 9818690, 화합물

HRID 375855
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HRID 375855 반응식
[CH2:1]([N:3]1[C:7]2=[N:8][C:9]3[C:14]([C:15]([NH:16][CH2:17][CH:18]4[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]4)=[C:6]2[CH:5]=[N:4]1)=[CH:13][C:12]([O:24]C)=[CH:11][CH:10]=3)[CH3:2].B(Br)(Br)Br.ClCCCl.[OH-].[Na+]>O>[CH2:1]([N:3]1[C:7]2=[N:8][C:9]3[C:14]([C:15]([NH:16][CH2:17][CH:18]4[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]4)=[C:6]2[CH:5]=[N:4]1)=[CH:13][C:12]([OH:24])=[CH:11][CH:10]=3)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 14798Sodium HydroxideHCID 25134Boron tribromideHCID 9884287HCID 9884287, 화합물

생성물 1

HCID 9818690HCID 9818690, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 1-ethyl-6-methoxy-N-(cyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine (5.4 g, 0.016 mol), boron tribromide (48 ml, 0.048 mol) and 1,2-dichloroethane (250 ml) was stirred at room temperature overnight. The reaction mixture was stirred with 1 volume of water, made basic with NaOH and the layers were separated. The basic layer was acidified with acetic acid and the yellow precipitate which formed was collected by filtration, washed with water and dried. The product was recrystallized from hot acetonitrile/methanol to afford 1-ethyl-6-hydroxy-N-(cyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine, as a yellow powder, m.p. 223°-224° C.

후처리

  1. customthe layers were separated
  2. customthe yellow precipitate which formed
  3. filtrationwas collected by filtration
  4. washwashed with water
  5. customdried
  6. customThe product was recrystallized from hot acetonitrile/methanol

출처 및 근거

ORD 기록
ord-a0c16e74650a406f9334a121bed5bb82
출처 데이터셋
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05488055

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