2-(3-methyl-1H-1,2,4-triazol-5-yl)acetic acid → (S)-1-(2-benzyl-4-(3-cyclobutyl-1-ethyl-1H-indazol-5-yl)piperazin-1-yl)-2-(3-methyl-1H-1,2,4-triazol-5-yl)ethanone

HRID 1423236Notes

Reaction equation

HRID 1423236 reaction equation
[CH2:1]([C@@H:8]1[NH:13][CH2:12][CH2:11][N:10]([C:14]2[CH:15]=[C:16]3[C:20](=[CH:21][CH:22]=2)[N:19]([CH2:23][CH3:24])[N:18]=[C:17]3[CH:25]2[CH2:28][CH2:27][CH2:26]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:29][C:30]1[NH:34][N:33]=[C:32]([CH2:35][C:36](O)=[O:37])[N:31]=1>>[CH2:1]([C@H:8]1[CH2:9][N:10]([C:14]2[CH:15]=[C:16]3[C:20](=[CH:21][CH:22]=2)[N:19]([CH2:23][CH3:24])[N:18]=[C:17]3[CH:25]2[CH2:28][CH2:27][CH2:26]2)[CH2:11][CH2:12][N:13]1[C:36](=[O:37])[CH2:35][C:32]1[NH:33][N:34]=[C:30]([CH3:29])[N:31]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 70194772-(3-methyl-1H-1,2,4-triazol-5-yl)acetic acidHCID 668263485-((S)-3-benzyl-piperazin-1-yl)-3-cyclobutyl-1-ethyl-1H-indazole

Product 1

HCID 178463000(S)-1-(2-benzyl-4-(3-cyclobutyl-1-ethyl-1H-indazol-5-yl)piperazin-1-yl)-2-(3-methyl-1H-1,2,4-triazol-5-yl)ethanoneYield 37%

Procedure

Prepared using the same procedure described in Example 189 from 5-((S)-3-benzyl-piperazin-1-yl)-3-cyclobutyl-1-ethyl-1H-indazole and (5-methyl-1H-[1,2,4]triazol-3-yl)-acetic acid to afford the title compound as colorless solid (61 mg, 37%). LC/MS (Method B) 3.32 min, [M+1]+ 498.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2e87c70eb33d4714b312b8d94fb6059a
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

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