4-(Methylthio)aniline → (R)-3-[4-(4-methylsulfanyl-phenylamino)-piperidin-1-yl]-butyronitrile

HRID 1726290Notes

Reaction equation

HRID 1726290 reaction equation
O=[C:2]1[CH2:7][CH2:6][N:5]([C@H:8]([CH3:12])[CH2:9][C:10]#[N:11])[CH2:4][CH2:3]1.[CH3:13][S:14][C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1>>[CH3:13][S:14][C:15]1[CH:21]=[CH:20][C:18]([NH:19][CH:2]2[CH2:7][CH2:6][N:5]([C@H:8]([CH3:12])[CH2:9][C:10]#[N:11])[CH2:4][CH2:3]2)=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 660384-(Methylthio)anilineHCID 68972438(betaR)-beta-Methyl-4-oxo-1-piperidinepropanenitrile

Product 1

HCID 68971966(R)-3-[4-(4-methylsulfanyl-phenylamino)-piperidin-1-yl]-butyronitrileYield 89%

Procedure

Using general procedure A, (R)-3-(4-oxo-piperidin-1-yl)-butyronitrile (1.00 g, 6.00 mmol) and 4-(methylthio)aniline afforded (R)-3-[4-(4-methylsulfanyl-phenylamino)-piperidin-1-yl]-butyronitrile as a brown oil (1.55 g, 89%).

Sources & evidence

ORD record
ord-3b8e3ed235124b23879056855df462c6
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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