N-(3-iodo-1-((2-methylthiazol-5-yl)methyl)-1H-indazol-4-yl)-7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxamide → 7-(2-(4-methylpiperazin-1-yl)ethoxy)-N-(1-((2-methylthiazol-5-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

HRID 706743노트

반응식

HRID 706743 반응식
I[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[NH:11][C:12]([C:14]2[N:18]3[CH:19]=[CH:20][C:21]([O:23][CH2:24][CH2:25][N:26]4[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]4)=[CH:22][C:17]3=[N:16][CH:15]=2)=[O:13])[N:4]([CH2:33][C:34]2[S:38][C:37]([CH3:39])=[N:36][CH:35]=2)[N:3]=1>CCO.N.CO.C(Cl)Cl.[Pd]>[CH3:32][N:29]1[CH2:28][CH2:27][N:26]([CH2:25][CH2:24][O:23][C:21]2[CH:20]=[CH:19][N:18]3[C:14]([C:12]([NH:11][C:9]4[CH:8]=[CH:7][CH:6]=[C:5]5[C:10]=4[CH:2]=[N:3][N:4]5[CH2:33][C:34]4[S:38][C:37]([CH3:39])=[N:36][CH:35]=4)=[O:13])=[CH:15][N:16]=[C:17]3[CH:22]=2)[CH2:31][CH2:30]1

참가 물질

5

반응물 1

HCID 67261270N-(3-iodo-1-((2-methylthiazol-5-yl)methyl)-1H-indazol-4-yl)-7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxamide

생성물 1

HCID 866993517-(2-(4-methylpiperazin-1-yl)ethoxy)-N-(1-((2-methylthiazol-5-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide수율 19.9%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 21584172Ammonia methanol dichloromethane용매

실험 절차

A solution of N-(3-iodo-1-((2-methylthiazol-5-yl)methyl)-1H-indazol-4-yl)-7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxamide (11.5 mg, 0.018 mmol) in absolute EtOH (1 mL) was treated with Pd/C (Degussa, wet, 10% wt, 2 mg), the reaction flask was flushed with hydrogen, and stirring at ambient temperature was continued for seven hours. The reaction was diluted with DCM, the catalyst was removed by filtration, and the filtrate concentrated to afford the crude product. The crude product was subjected to preparative thin-layer chromatography on silica with ammonia/MeOH/DCM as eluent to afford 1.9 mg of the desired product. MS (ES+APCI) m/z=531 (M+H) detected.

후처리

  1. customwet, 10% wt, 2 mg), the reaction flask was flushed with hydrogen
  2. additionThe reaction was diluted with DCM
  3. customthe catalyst was removed by filtration
  4. concentrationthe filtrate concentrated
  5. customto afford the crude product

출처 및 근거

ORD 기록
ord-d1f30e1b72ab4d0b9a6612b5a3788e96
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174981B2

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