Methyl isonipecotate → HCID 68554599, compound

HRID 1804843Notes

Reaction equation

Br[C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[C:4]([O:9][CH3:10])[CH:3]=1.[NH:11]1[CH2:16][CH2:15][CH:14]([C:17]([O:19][CH3:20])=[O:18])[CH2:13][CH2:12]1>>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([N:11]2[CH2:16][CH2:15][CH:14]([C:17]([O:19][CH3:20])=[O:18])[CH2:13][CH2:12]2)=[CH:3][C:4]=1[O:9][CH3:10]

Participants

Reactant 2

HCID 424914Methyl isonipecotate

HCID 27695675-Bromo-2-chloroanisole

Product 1

HCID 68554599HCID 68554599, compound

Procedure

Methyl 1-(4-chloro-3-methoxyphenyl)piperidine-4-carboxylate was synthesized from 4-bromo-1-chloro-2-methoxybenzene and methyl piperidine-4-carboxylate analogous to the preparation described in Example 1a, Step 1. 1H-NMR (500 MHz, CDCl3) δ ppm 7.19 (1 H, d, J=8.57 Hz), 6.51 (1 H, s), 6.44 (1 H, s), 5.82 (1 H,), 3.85-3.88 (3 H, m), 3.70-3.72 (3 H, m), 3.33 (2 H, d, J=11.55 Hz), 2.67-2.74 (2 H, m), 2.46 (1 H, ddd, J=15.05, 10.52, 4.40 Hz), 1.94-2.04 (4 H, m).

Sources & evidence

ORD record: ord-617b0ebe32a84cfd81d83b1c8a4e2449
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08354432B2

Reaction notes

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