3-tert-butyl-1-(4-methylphenyl)-1H-pyrazol-5-amine → N-(5-tert-Butyl-2-p-tolyl-2H-pyrazol-3-yl)-2-(4-imidazo[4,5-b]pyridine-3-yl-phenyl)-acetamide

HRID 1660978Notes

Reaction equation

HRID 1660978 reaction equation
[N:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[N:3]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]([OH:19])=O)=[CH:12][CH:11]=2)[CH:2]=1.[C:20]([C:24]1[CH:25]=[C:26]([NH2:36])[N:27]([C:29]2[CH:34]=[CH:33][C:32]([CH3:35])=[CH:31][CH:30]=2)[N:28]=1)([CH3:23])([CH3:22])[CH3:21]>>[C:20]([C:24]1[CH:25]=[C:26]([NH:36][C:17](=[O:19])[CH2:16][C:13]2[CH:12]=[CH:11][C:10]([N:3]3[C:4]4=[N:5][CH:6]=[CH:7][CH:8]=[C:9]4[N:1]=[CH:2]3)=[CH:15][CH:14]=2)[N:27]([C:29]2[CH:30]=[CH:31][C:32]([CH3:35])=[CH:33][CH:34]=2)[N:28]=1)([CH3:23])([CH3:22])[CH3:21]

Participants

3

Reactant 2

HCID 29741323-tert-butyl-1-(4-methylphenyl)-1H-pyrazol-5-amineHCID 53213084(4-Imidazo[4,5-b]pyridin-3-yl-phenyl)-acetic acid

Product 1

HCID 11993382N-(5-tert-Butyl-2-p-tolyl-2H-pyrazol-3-yl)-2-(4-imidazo[4,5-b]pyridine-3-yl-phenyl)-acetamide

Procedure

The title compound is prepared as described in Example 1 but using (4-imidazo[4,5-b]pyridin-3-yl-phenyl)-acetic acid (Step 7.1) and 5-tert-butyl-2-p-tolyl-2H-pyrazol-3-ylamine (see J. Med. Chem. 45, 2994-3008 (2002)). Title compound: ES-MS: 465.5 [M+H]+; 1H NMR (CDCl3) 8.55 (d, J=3.9 Hz, 1H), 8.38 (s, 1H), 8.24 (d, J=8.2 Hz), 7.83 (d, J=8.2 Hz, 2H), 7.52-7.48 (m, 1H), 7.45 (d, J=8.2 Hz, 2H), 7.42-7.40 (m, 1H), 7.39 (s, 1H, NH), 7.16 (d, J=8.2 Hz, 2H), 7.13 (d, J=8.2 Hz, 2H), 6.66 (s, 1H), 3.81 (s, 2H), 2.13 (s, 3H), 1.36 (s, 9H).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-230a25b9bd2848dcb7f7712e7fe85d82
Source dataset
uspto-grants-2011_10
Patent number
US08030311B2

Reaction notes

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