3,3-Dimethylbutanoyl chloride → 1-[4-[2-(4-Methanesulfonylphenoxymethyl)pyridin-5-yl]piperidin-1-yl]-3,3-dimethylbutan-1-one

HRID 42155

Reaction equation

HRID 42155 reaction equation
[CH3:1][S:2]([C:5]1[CH:31]=[CH:30][C:8]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([CH:17]3[CH2:22][CH2:21][N:20]([C:23](OC(C)(C)C)=[O:24])[CH2:19][CH2:18]3)=[CH:13][N:12]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:32][C:33]([CH3:39])([CH3:38])[CH2:34]C(Cl)=O>>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([CH:17]3[CH2:22][CH2:21][N:20]([C:23](=[O:24])[CH2:32][C:33]([CH3:39])([CH3:38])[CH3:34])[CH2:19][CH2:18]3)=[CH:13][N:12]=2)=[CH:30][CH:31]=1)(=[O:3])=[O:4]

Participants

3

Reactant 2

HCID 815143,3-Dimethylbutanoyl chlorideHCID 44819975Tert-butyl 4-[2-(4-methanesulfonyl-phenoxymethyl)pyridin-5-yl]piperidine-1-carboxylate

Product 1

HCID 670832431-[4-[2-(4-Methanesulfonylphenoxymethyl)pyridin-5-yl]piperidin-1-yl]-3,3-dimethylbutan-1-one

Procedure

The title compound was prepared from tert-butyl 4-[2-(4-methanesulfonylphenoxymethyl)pyridin-5-yl]piperidine-1-carboxylate (Example 1) (30 mg, 0.067 mmol) and 3,3-dimethylbutyryl chloride (14 μL, 0.1 mmol) following a procedure analogous to that in Example 41 as a white crystal (28 mg, yield 94%).

Sources & evidence

ORD record
ord-415a4fc31b1d4d92acbf076ddb65eff4
Source dataset
uspto-grants-2013_09
Patent number
US08536176B2

Linked notes

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