Imidazo(1,2-a)pyridine-3-carboxylic acid → 3-Methyl-1-[(6-methylpyridin-3-yl)methyl]-1H-indazol-4-amine

HRID 706649Notes

Reaction equation

HRID 706649 reaction equation
[CH2:1]([N:8]1[C:16]2[CH:15]=[CH:14][CH:13]=[C:12]([NH2:17])[C:11]=2[C:10]([CH3:18])=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:19]1C=C(C(O)=O)N2C=CC=CC=12>>[CH3:18][C:10]1[C:11]2[C:12]([NH2:17])=[CH:13][CH:14]=[CH:15][C:16]=2[N:8]([CH2:1][C:2]2[CH:7]=[N:19][C:5]([CH3:6])=[CH:4][CH:3]=2)[N:9]=1

Participants

3

Reactant 2

HCID 73142Imidazo(1,2-a)pyridine-3-carboxylic acidHCID 67974138HCID 67974138, compound

Product 1

HCID 672598033-Methyl-1-[(6-methylpyridin-3-yl)methyl]-1H-indazol-4-amineYield 11%

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 imidazo[1,2-a]pyridine-3-carboxylic acid and 3-methyl-1-((6-methylpyridin-3-yl)methyl)-1H-indazol-4-amine (8 mg, 11% yield). MS (APCI) m/z=397 (M+H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-8c1be5798b8d4cbcbb2686abdd9eb6e0
Source dataset
uspto-grants-2015_11
Patent number
US09174981B2

Reaction notes

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