4-Chloropyridine → HCID 57753907, compound

HRID 222326Notes

Reaction equation

HRID 222326 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:16]1[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=1>>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 122884-ChloropyridineHCID 784611-Benzylpiperidin-4-ol

Product 1

HCID 57753907HCID 57753907, compoundYield 52%

Procedure

The title compound was prepared from 1-benzyl-4-hydroxypiperidine and 4-chloropyridine (979 mg, 8.62 mmol), using the same method as that described for preparation 25, as an oil in 52% yield. 1H NMR (CDCl3, 400 MHz) □: 1.81-1.96 (m, 2H), 1.98-2.18 (m, 2H), 2.30-2.48 (m, 2H), 2.70-2.83 (m, 2H), 3.52-3.70 (m, 2H), 4.40-4.50 (m, 1H), 6.72-6.80 (m, 2H), 7.22-7.39 (m, 5H), 8.40 (m, 2H); LRMS APCI m/z 269 [M+H]+

Workup

  1. customthat described for preparation 25, as an oil in 52% yield

Sources & evidence

ORD record
ord-da3e3b8e2fa2403e9057d5d5f28e4658
Source dataset
uspto-grants-2012_06
Patent number
US08207198B2

Reaction notes

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