Methyl 2-(3-methyl-1,2,4-oxadiazol-5-yl)acetate → (S)-1-(2-benzyl-4-(3-ethyl-1-isopropyl-1H-indazol-6-yl)piperazin-1-yl)-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethanone

HRID 1423194Notes

Reaction equation

HRID 1423194 reaction equation
[CH2:1]([C@@H:8]1[NH:13][CH2:12][CH2:11][N:10]([C:14]2[CH:22]=[C:21]3[C:17]([C:18]([CH2:26][CH3:27])=[N:19][N:20]3[CH:23]([CH3:25])[CH3:24])=[CH:16][CH:15]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:28][C:29]1[N:33]=[C:32]([CH2:34][C:35](OC)=[O:36])[O:31][N:30]=1>>[CH2:1]([C@H:8]1[CH2:9][N:10]([C:14]2[CH:22]=[C:21]3[C:17]([C:18]([CH2:26][CH3:27])=[N:19][N:20]3[CH:23]([CH3:24])[CH3:25])=[CH:16][CH:15]=2)[CH2:11][CH2:12][N:13]1[C:35](=[O:36])[CH2:34][C:32]1[O:31][N:30]=[C:29]([CH3:28])[N:33]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 54453761Methyl 2-(3-methyl-1,2,4-oxadiazol-5-yl)acetateHCID 581892466-((S)-3-benzyl-piperazin-1-yl)-1-isopropyl-3-ethyl-1H-indazole

Product 1

HCID 58189159(S)-1-(2-benzyl-4-(3-ethyl-1-isopropyl-1H-indazol-6-yl)piperazin-1-yl)-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethanoneYield 64%

Procedure

Prepared by the method outlined for Example 275 using 6-((S)-3-benzyl-piperazin-1-yl)-1-isopropyl-3-ethyl-1H-indazole and methyl (3-methyl-1,2,4-oxadiazol-5-yl)acetate as starting materials. Product was obtained as a colorless solid (64%). LC/MS (Method B) 3.95 min, [M+1]+ 487.

Workup

  1. customPrepared by the method

Sources & evidence

ORD record
ord-156ba0da5ba84860b5d8e304d80cdd0a
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

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