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 706743ノート

反応式

HRID 706743 の反応式
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

参加物

5

反応物 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

生成物 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-carboxamide収率 19.9%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 21584172Ammonia methanol dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d1f30e1b72ab4d0b9a6612b5a3788e96
出典データセット
uspto-grants-2015_11
特許番号
US09174981B2

反応ノート

読み込み中…