4-Cyanopyridine → HCID 23294327, compound

HRID 1955204Notes

Reaction equation

HRID 1955204 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=1.[Li]CCCC.[C:17]([C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1)#N>>[CH:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[CH:11][C:2]=1[CH2:17][C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1

Participants

4

Reactant 3

HCID 75064-CyanopyridineHCID 113722-BromonaphthaleneHCID 178418339Butyllithium

Product 1

HCID 23294327HCID 23294327, compound

Procedure

4-((2-Naphthyl)methyl)pyridine was prepared from 2-bromonaphthalene, n-BuLi and 4-cyanopyridine in two steps as a yellow solid: mp 66-67° C., 1H NMR (CDCl3) 4.13 (s, 2H), 7.14 (d, J=6.0 Hz, 2H), 7.27 (dd, J=5.7 and 1.8 Hz, 1H), 7.42-7.52 (m, 2H), 7.64 (s, 1H), 7.74-7.86 (m, 3H), 8.51 (dd, 4.8 and 1.5 Hz, 2H).

Sources & evidence

ORD record
ord-b4825e64720b4cd389edc9d02b6a6e99
Source dataset
uspto-grants-2000_09
Patent number
US06124323

Reaction notes

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