Imidazo(1,2-a)pyridine-3-carboxylic acid → N-(1-((tetrahydro-2H-pyran-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

HRID 706708Notes

Reaction equation

HRID 706708 reaction equation
FC1C=C(F)C=CC=1CN1C2C=CC=C(N)C=2C=N1.[N:20]1[CH:21]=[C:22]([C:29]([OH:31])=O)[N:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=12.[O:32]1[CH2:37][CH2:36][CH2:35][CH2:34][CH:33]1[CH2:38][N:39]1[C:47]2[CH:46]=[CH:45][CH:44]=[C:43]([NH2:48])[C:42]=2[CH:41]=[N:40]1>>[O:32]1[CH2:37][CH2:36][CH2:35][CH2:34][CH:33]1[CH2:38][N:39]1[C:47]2[C:42](=[C:43]([NH:48][C:29]([C:22]3[N:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]4=[N:20][CH:21]=3)=[O:31])[CH:44]=[CH:45][CH:46]=2)[CH:41]=[N:40]1

Participants

4

Reactant 3

HCID 73142Imidazo(1,2-a)pyridine-3-carboxylic acidHCID 679761071-(2,4-difluorobenzyl)-1H-indazol-4-amineHCID 679761641-((tetrahydro-2H-pyran-2-yl)methyl)-1H-indazol-4-amine

Product 1

HCID 86699344N-(1-((tetrahydro-2H-pyran-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

Procedure

Prepared according to the method of Example 109, replacing 7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxylic acid and 1-(2,4-difluorobenzyl)-1H-indazol-4-amine with imidazo[1,2-a]pyridine-3-carboxylic acid and 1-((tetrahydro-2H-pyran-2-yl)methyl)-1H-indazol-4-amine, respectively. MS (APCI) m/z=376 (M+H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-998eaefd3d9e4c5da773d2c6c4e09765
Source dataset
uspto-grants-2015_11
Patent number
US09174981B2

Reaction notes

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