Bromoacetonitrile → 2-[4-(2-Methoxy-ethoxy)-piperidin-1-yl]-acetonitrile

HRID 555764Notes

Reaction equation

[CH3:1][O:2][CH2:3][CH2:4][O:5][CH:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.Br[CH2:13][C:14]#[N:15]>>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:13][C:14]#[N:15])[CH2:8][CH2:7]1

Participants

Reactant 2

HCID 11534Bromoacetonitrile

HCID 140223844-(2-Methoxyethoxy)piperidine

Product 1

HCID 866417942-[4-(2-Methoxy-ethoxy)-piperidin-1-yl]-acetonitrile

Procedure

The title compound is synthesized by coupling of 4-(2-Methoxy-ethoxy)-piperidine (commercially available from ChemBridge Corporation) and bromoacetonitrile analogously to the preparation of intermediate 149.2 as a colorless oil; ES-MS: M+=199.2; 1HNMR(DMSO-d6) 3.65 (s, 2H), 3.50 (dd, 2H), 3.40 (dd, 2H), 3.30-3.25 (m, 1H), 3.20 (s, 3H), 2.70-2.60 (m, 2H), 2.25-2.20 (m, 2H), 1.85-1.80 (m, 2H), 1.50-1.40 (m, 2H).

Workup

customanalogously to the preparation of intermediate 149.2 as a colorless oil

Sources & evidence

ORD record: ord-50ceab4ebf8b4b0e96a3d65aa083611a
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08053457B2

Reaction notes

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