Diisopropylethylamine → N-methyl-4-(2-(4-((4-methylpiperazin-1-yl)methyl)benzylamino)benzo[d]thiazol-6-yloxy)picolinamide

HRID 2370567

반응식

HRID 2370567 반응식
[CH3:1][NH:2][C:3](=[O:23])[C:4]1[CH:9]=[C:8]([O:10][C:11]2[CH:22]=[CH:21][C:14]3[N:15]=[C:16](S(C)=O)[S:17][C:13]=3[CH:12]=2)[CH:7]=[CH:6][N:5]=1.[CH3:24][N:25]1[CH2:30][CH2:29][N:28]([CH2:31][C:32]2[CH:37]=[CH:36][C:35]([CH2:38][NH2:39])=[CH:34][CH:33]=2)[CH2:27][CH2:26]1.CCN(C(C)C)C(C)C>CN1C(=O)CCC1>[CH3:1][NH:2][C:3](=[O:23])[C:4]1[CH:9]=[C:8]([O:10][C:11]2[CH:22]=[CH:21][C:14]3[N:15]=[C:16]([NH:39][CH2:38][C:35]4[CH:34]=[CH:33][C:32]([CH2:31][N:28]5[CH2:27][CH2:26][N:25]([CH3:24])[CH2:30][CH2:29]5)=[CH:37][CH:36]=4)[S:17][C:13]=3[CH:12]=2)[CH:7]=[CH:6][N:5]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 75376104-((4-Methyl-1-piperazinyl)methyl)benzenemethanamineHCID 577253932-Pyridinecarboxamide, N-methyl-4-[[2-(methylsulfinyl)-6-benzothiazolyl]oxy]-

생성물 1

HCID 57725947N-methyl-4-(2-(4-((4-methylpiperazin-1-yl)methyl)benzylamino)benzo[d]thiazol-6-yloxy)picolinamide

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
80 °C

실험 절차

To the solution of N-methyl-4-(2-(methylsulfinyl)benzo[d]thiazol-6-yloxy)picolinamide (25 mg, 0.072 mmol, 1.0 eq) in 2 mL of NMP was added (4-((4-methylpiperazin-1-yl)methyl)phenyl)methanamine (23 mg, 0.108 mmol, 1.5 eq) and DIPEA (37 μL, 0.216 mmol, 3.0 eq) and reaction mixture heated at 80° C. in oil bath for 12 hours. Thereafter, the product was purified via reverse phase HPLC. LC/MS (m/z) [503.1] (MH+).

후처리

  1. customThereafter, the product was purified via reverse phase HPLC

출처 및 근거

ORD 기록
ord-b7eacda852484681bf66e7851f031d09
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08710048B2

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