(S)-2-((1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)acetic acid → 2-[[(2S)-1-[(4-Methoxy-2,6-dimethyl-phenyl)sulfonyl]-piperidin-2-yl]-methoxy]-1-[4-pyridin-3-yl-4-[2-(1H-[1,2,4]triazol-1-yl)-ethoxy]-piperidin-1-yl]-ethanone

HRID 1881698Notes

Reaction equation

HRID 1881698 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][C@H:14]2[CH2:19][O:20][CH2:21][C:22]([OH:24])=O)(=[O:12])=[O:11])=[C:5]([CH3:25])[CH:4]=1.[N:26]1([CH2:31][CH2:32][O:33][C:34]2([C:47]3[CH:48]=[N:49][CH:50]=[CH:51][CH:52]=3)[CH2:39][CH2:38][N:37](C(OC(C)(C)C)=O)[CH2:36][CH2:35]2)[CH:30]=[N:29][CH:28]=[N:27]1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH3:25])[C:6]([S:10]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][C@H:14]2[CH2:19][O:20][CH2:21][C:22]([N:37]2[CH2:38][CH2:39][C:34]([C:47]3[CH:48]=[N:49][CH:50]=[CH:51][CH:52]=3)([O:33][CH2:32][CH2:31][N:26]3[CH:30]=[N:29][CH:28]=[N:27]3)[CH2:35][CH2:36]2)=[O:24])(=[O:12])=[O:11])=[C:7]([CH3:9])[CH:8]=1

Participants

3

Reactant 2

HCID 57819715(S)-2-((1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)acetic acidHCID 57916248tert-butyl 4-(2-(1H-1,2,4-triazol-1-yl)ethoxy)-4-(pyridin-3-yl)piperidine-1-carboxylate

Product 1

HCID 444658862-[[(2S)-1-[(4-Methoxy-2,6-dimethyl-phenyl)sulfonyl]-piperidin-2-yl]-methoxy]-1-[4-pyridin-3-yl-4-[2-(1H-[1,2,4]triazol-1-yl)-ethoxy]-piperidin-1-yl]-ethanoneYield 24%

Procedure

The desired target compound was synthesized under reaction conditions analogously to the process described for Example 61 (see below) from (S)-2-((1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)acetic acid [acid D] and tert-butyl 4-(2-(1H-1,2,4-triazol-1-yl)ethoxy)-4-(pyridin-3-yl)piperidine-1-carboxylate [amine G]. Yield: 24%. MS, Rt=3.3 min, m/z=627.4 [MH]+

Workup

  1. customThe desired target compound was synthesized under reaction conditions analogously to the process

Sources & evidence

ORD record
ord-eee110a1897842ce9ed06e48cbd4a7b6
Source dataset
uspto-grants-2012_11
Patent number
US08318769B2

Reaction notes

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