Bromoacetonitrile → (4-Diethylamino-piperidin-1-yl)-acetonitrile
Reaction equation
[CH2:1]([N:3]([CH2:10][CH3:11])[CH:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)[CH3:2].Br[CH2:13][C:14]#[N:15]>>[CH2:10]([N:3]([CH2:1][CH3:2])[CH:4]1[CH2:5][CH2:6][N:7]([CH2:13][C:14]#[N:15])[CH2:8][CH2:9]1)[CH3:11]Participants
3
Procedure
The title compound is synthesized by coupling of Diethyl-piperidin-4-yl-amine (commercially available from CHESS GmbH) and bromoacetonitrile analogously to the preparation of Intermediate 149.2 as a colorless oil; ES-MS: M+=196.2: 1HNMR(DMSO-d6) 3.65 (s, 2H), 2.80-2.75 (m, 2H), 2.45-2.30 (m, 5H), 2.15-2.05 (m, 2H), 1.70-1.60 (m, 2H), 1.45-1.35 (m, 2H), 0.95 (t, 6H).
Workup
- customanalogously to the preparation of Intermediate 149.2 as a colorless oil
Sources & evidence
- ORD record
- ord-73dda83f8ae345bea50e786e1868cdcb
- Source dataset
- uspto-grants-2011_11
- Patent number
- US08053457B2
Reaction notes
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