2-Methyl-4-(methylsulfonyl)phenol → Tert-Butyl 4-[2-(4-methanesulfonyl-2-methylphenoxymethyl)-3-methylpyridin-5-yl]piperidine-1-carboxylate

HRID 42171Notes

Reaction equation

HRID 42171 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([CH3:12])[CH:6]=1)(=[O:4])=[O:3].ClC1C=C(S(C)(=O)=O)C=CC=1O[CH2:17][C:18]1[C:23]([CH3:24])=[CH:22][C:21]([CH:25]2[CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:27][CH2:26]2)=[CH:20][N:19]=1>>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:17][C:18]2[C:23]([CH3:24])=[CH:22][C:21]([CH:25]3[CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:27][CH2:26]3)=[CH:20][N:19]=2)=[C:7]([CH3:12])[CH:6]=1)(=[O:3])=[O:4]

Participants

3

Reactant 2

HCID 126196672-Methyl-4-(methylsulfonyl)phenolHCID 86654270Tert-Butyl 4-[2-(2-chloro-4-methanesulfonylphenoxymethyl)-3-methylpyridin-5-yl]piperidine-1-carboxylate

Product 1

HCID 86654269Tert-Butyl 4-[2-(4-methanesulfonyl-2-methylphenoxymethyl)-3-methylpyridin-5-yl]piperidine-1-carboxylateYield 30%

Procedure

The title compound was prepared from tert-butyl 4-[(2-hydroxymethyl)-3-methylpyridin-5-yl]piperidine-1-carboxylate (Example 80 (3)) (69 mg, 0.225 mmol) and 4-methanesulfonyl-2-methylphenol (48 mg, 0.260 mmol) following a procedure analogous to that in Example 1(3) and (4) as a pale yellow amorphous (37 mg, yield 30%).

Sources & evidence

ORD record
ord-b5c31a65248e495288e6e39a2ce7696d
Source dataset
uspto-grants-2013_09
Patent number
US08536176B2

Reaction notes

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