Diisopropylethylamine → (5-Bromo-imidazo[1,2-a]pyrazin-8-yl)-[3-chloro-4-(4-methyl-piperazin-1-yl)-phenyl]-amine

HRID 1924915

반응식

HRID 1924915 반응식
[Br:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[C:5](Br)=[N:4][CH:3]=1.[Cl:12][C:13]1[CH:14]=[C:15]([NH2:26])[CH:16]=[CH:17][C:18]=1[N:19]1[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]1.CCN(C(C)C)C(C)C>CC(O)C>[NH3:4].[Br:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[C:5]([NH:26][C:15]2[CH:16]=[CH:17][C:18]([N:19]3[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]3)=[C:13]([Cl:12])[CH:14]=2)=[N:4][CH:3]=1

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 8203433-Chloro-4-(4-methylpiperazin-1-yl)anilineHCID 534859495,8-Dibromoimidazo[1,2-a]pyrazine

생성물 2

HCID 222AmmoniaHCID 59023078(5-Bromo-imidazo[1,2-a]pyrazin-8-yl)-[3-chloro-4-(4-methyl-piperazin-1-yl)-phenyl]-amine수율 39.5%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

Following the general procedure for amine displacement using 5,8-dibromoimidazo[1,2-a]pyrazine (0.20 g, 0.72 mmol), 3-chloro-4-(4-methyl-piperazin-1-yl)-phenylamine (0.263 g, 1.08 mmol) and DIPEA (0.19 mL, 1.08 mmol) in iPrOH (5 mL). Purification of the crude compound by silica gel column chromatography, eluting with 95:5 DCM:NH3 (7M in MeOH), affords the title compound (60 mg, 20%).

후처리

  1. customPurification of the crude compound by silica gel column chromatography
  2. washeluting with 95:5 DCM

출처 및 근거

ORD 기록
ord-8e0bbda0420a42939387fa214054acce
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178530B2

연결된 노트

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