4-(Methylthio)aniline → 1-(Tert-butoxycarbonyl)-4-[[4-(methylthio)phenyl]amino]piperidine

HRID 1726149Notes

Reaction equation

HRID 1726149 reaction equation
[CH3:1][S:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.[C:10]([N:17]1[CH2:22][CH2:21][C:20](=O)[CH2:19][CH2:18]1)([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11]>>[C:13]([O:12][C:10]([N:17]1[CH2:22][CH2:21][CH:20]([NH:7][C:6]2[CH:8]=[CH:9][C:3]([S:2][CH3:1])=[CH:4][CH:5]=2)[CH2:19][CH2:18]1)=[O:11])([CH3:16])([CH3:14])[CH3:15]

Participants

3

Reactant 2

HCID 660384-(Methylthio)anilineHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 225580351-(Tert-butoxycarbonyl)-4-[[4-(methylthio)phenyl]amino]piperidineYield 77.5%

Procedure

Using general procedure A, 4-(methylthio)aniline (250 μL, 2.01 mmol) and 1-Boc-4-piperidone (400 mg, 2.01 mmol) afforded 4-(4-methylsulfanyl-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester (502 mg, 77%).

Sources & evidence

ORD record
ord-a8aa0464cfea4aa59455cf6c5bc46fb8
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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