Oxazole-5-acetic Acid → (S)-1-(2-benzyl-4-(3-ethyl-1-isopropyl-1H-indazol-6-yl)piperazin-1-yl)-2-(oxazol-5-yl)ethanone

HRID 1423195Notes

Reaction equation

HRID 1423195 reaction equation
[O:1]1[C:5]([CH2:6][C:7]([OH:9])=O)=[CH:4][N:3]=[CH:2]1.[CH2:10]([C@@H:17]1[NH:22][CH2:21][CH2:20][N:19]([C:23]2[CH:31]=[C:30]3[C:26]([C:27]([CH2:35][CH3:36])=[N:28][N:29]3[CH:32]([CH3:34])[CH3:33])=[CH:25][CH:24]=2)[CH2:18]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:10]([C@H:17]1[CH2:18][N:19]([C:23]2[CH:31]=[C:30]3[C:26]([C:27]([CH2:35][CH3:36])=[N:28][N:29]3[CH:32]([CH3:33])[CH3:34])=[CH:25][CH:24]=2)[CH2:20][CH2:21][N:22]1[C:7](=[O:9])[CH2:6][C:5]1[O:1][CH:2]=[N:3][CH:4]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 21197975Oxazole-5-acetic AcidHCID 581892466-((S)-3-benzyl-piperazin-1-yl)-1-isopropyl-3-ethyl-1H-indazole

Product 1

HCID 58189067(S)-1-(2-benzyl-4-(3-ethyl-1-isopropyl-1H-indazol-6-yl)piperazin-1-yl)-2-(oxazol-5-yl)ethanoneYield 34%

Procedure

Prepared by the method outlined for Example 189 using 2-(oxazol-5-yl)acetic acid and 6-((S)-3-benzyl-piperazin-1-yl)-1-isopropyl-3-ethyl-1H-indazole as starting materials. Product was obtained as a light brown solid (34%). LC/MS (Method B) 3.77 min, [M+1]+ 472.

Workup

  1. customPrepared by the method

Sources & evidence

ORD record
ord-affb7444e9194b7aad984571991bf71c
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

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