Oxazole-5-acetic Acid → (S)-1-(4-(3-cyclobutoxy-4-methoxyphenyl)-2-isobutylpiperazin-1-yl)-2-(oxazol-5-yl)ethanone

HRID 1423198Notes

Reaction equation

HRID 1423198 reaction equation
[O:1]1[C:5]([CH2:6][C:7]([OH:9])=O)=[CH:4][N:3]=[CH:2]1.[CH:10]1([O:14][C:15]2[CH:16]=[C:17]([N:23]3[CH2:28][CH2:27][NH:26][C@@H:25]([CH2:29][CH:30]([CH3:32])[CH3:31])[CH2:24]3)[CH:18]=[CH:19][C:20]=2[O:21][CH3:22])[CH2:13][CH2:12][CH2:11]1>>[CH:10]1([O:14][C:15]2[CH:16]=[C:17]([N:23]3[CH2:28][CH2:27][N:26]([C:7](=[O:9])[CH2:6][C:5]4[O:1][CH:2]=[N:3][CH:4]=4)[C@@H:25]([CH2:29][CH:30]([CH3:32])[CH3:31])[CH2:24]3)[CH:18]=[CH:19][C:20]=2[O:21][CH3:22])[CH2:11][CH2:12][CH2:13]1

Participants

3

Reactant 2

HCID 21197975Oxazole-5-acetic AcidHCID 58188990(S)-1-(3-cyclobutlyoxy-4-methoxy-phenyl)-3-isobutyl-piperazine

Product 1

HCID 58189180(S)-1-(4-(3-cyclobutoxy-4-methoxyphenyl)-2-isobutylpiperazin-1-yl)-2-(oxazol-5-yl)ethanoneYield 4%

Procedure

Prepared by the method outlined for Example 189 using 2-(oxazol-5-yl)acetic acid and (S)-1-(3-cyclobutlyoxy-4-methoxy-phenyl)-3-isobutyl-piperazine as starting material. Product was obtained as an oil (4%). LC/MS (Method B) 3.62 min, [M+1]+ 428.

Workup

  1. customPrepared by the method

Sources & evidence

ORD record
ord-68b376376279493bad12b4b1e0ae2557
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

Loading…