Lithium 7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxylate → N-(3-methyl-1-((6-methylpyridin-3-yl)methyl)-1H-indazol-4-yl)-7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxamide

HRID 706650Notes

Reaction equation

HRID 706650 reaction equation
C(N1C2C=CC=C(N)C=2C(C)=N1)C1C=CC=CC=1.[CH3:19][C:20]1[C:28]2[C:27]([NH2:29])=[CH:26][CH:25]=[CH:24][C:23]=2[N:22]([CH2:30][C:31]2[CH:32]=[N:33][C:34]([CH3:37])=[CH:35][CH:36]=2)[N:21]=1.[CH3:38][N:39]1[CH2:44][CH2:43][N:42]([CH2:45][CH2:46][O:47][C:48]2[CH:53]=[CH:52][N:51]3[C:54]([C:57]([O-])=[O:58])=[CH:55][N:56]=[C:50]3[CH:49]=2)[CH2:41][CH2:40]1.[Li+]>>[CH3:19][C:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][C:27]=2[NH:29][C:57]([C:54]2[N:51]3[CH:52]=[CH:53][C:48]([O:47][CH2:46][CH2:45][N:42]4[CH2:43][CH2:44][N:39]([CH3:38])[CH2:40][CH2:41]4)=[CH:49][C:50]3=[N:56][CH:55]=2)=[O:58])[N:22]([CH2:30][C:31]2[CH:32]=[N:33][C:34]([CH3:37])=[CH:35][CH:36]=2)[N:21]=1

Participants

4

Reactant 3

HCID 67252742Lithium 7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxylateHCID 672598033-Methyl-1-[(6-methylpyridin-3-yl)methyl]-1H-indazol-4-amineHCID 67974138HCID 67974138, compound

Product 1

HCID 57388104N-(3-methyl-1-((6-methylpyridin-3-yl)methyl)-1H-indazol-4-yl)-7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxamide

Procedure

Prepared according to the method of Example 80, replacing 7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxylic acid and 1-benzyl-3-methyl-1H-indazol-4-amine with 3-methyl-1-((6-methylpyridin-3-yl)methyl)-1H-indazol-4-amine and lithium 7-(2-(4-methylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxylate, respectively. MS (APCI) m/z=539 (M+H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-fa64501b96bc44ed8fbdc3a88c1ed94e
Source dataset
uspto-grants-2015_11
Patent number
US09174981B2

Reaction notes

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