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

HRID 706593Notes

Reaction equation

HRID 706593 reaction equation
[CH:1]([C:4]1[N:9]=[C:8]([CH2:10][N:11]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([NH2:20])[C:14]=3[C:13]([CH3:21])=[N:12]2)[CH:7]=[CH:6][CH:5]=1)(C)C.[Br:22][C:23]1[CH:28]=[CH:27][N:26]2[C:29]([C:32](OC)=[O:33])=[CH:30][N:31]=[C:25]2[CH:24]=1.FC1C=CN2C(C(OCC)=O)=CN=C2C=1>>[Br:22][C:23]1[CH:28]=[CH:27][N:26]2[C:29]([C:32]([NH:20][C:15]3[CH:16]=[CH:17][CH:18]=[C:19]4[C:14]=3[C:13]([CH3:21])=[N:12][N:11]4[CH2:10][C:8]3[CH:7]=[CH:6][CH:5]=[C:4]([CH3:1])[N:9]=3)=[O:33])=[CH:30][N:31]=[C:25]2[CH:24]=1

Participants

4

Reactant 3

HCID 67259301Ethyl 7-fluoroimidazo[1,2-a]pyridine-3-carboxylateHCID 67259752Methyl 7-bromoimidazo[1,2-a]pyridine-3-carboxylateHCID 679746421-((6-isopropylpyridin-2-yl)methyl)-3-methyl-1H-indazol-4-amine

Product 1

HCID 679764107-bromo-N-(3-methyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamideYield 62%

Procedure

Prepared according to Example 1, Step A, substituting 3-methyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-amine for 1-((6-isopropylpyridin-2-yl)methyl)-3-methyl-1H-indazol-4-amine and methyl 7-bromoimidazo[1,2-a]pyridine-3-carboxylate for ethyl 7-fluoroimidazo[1,2-a]pyridine-3-carboxylate, to give the title compound (62%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-dc793c96b0944272b89a40ac62064283
Source dataset
uspto-grants-2015_11
Patent number
US09174981B2

Reaction notes

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