2-Chloropyridine → HCID 19895731, compound

HRID 892474Notes

Reaction equation

HRID 892474 reaction equation
[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[CH2:12][CH2:11][CH2:10][CH2:9][C:8]2=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(C2CCCCC2=O)C=CC=CC=1.ClC1C=CC=CN=1.[H-].[Na+].[CH:42]([C:45]1[CH:50]=[CH:49][CH:48]=[C:47]([CH:51]([CH3:53])[CH3:52])[C:46]=1[N:54]=[C:55]=[O:56])([CH3:44])[CH3:43].C([N-]C(C)C)(C)C.[Li+]>>[CH3:44][CH:42]([C:45]1[CH:50]=[CH:49][CH:48]=[C:47]([CH:51]([CH3:52])[CH3:53])[C:46]=1[NH:54][C:55]([CH:9]1[CH2:10][CH2:11][CH2:12][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[C:8]1=[O:13])=[O:56])[CH3:43]

Participants

7

Reactant 6

HCID 79772-ChloropyridineHCID 24758Sodium hydrideHCID 922592,6-Diisopropylphenyl isocyanateHCID 955922-PhenylcyclohexanoneHCID 2724682Lithium diisopropylamideHCID 19895730HCID 19895730, compound

Product 1

HCID 19895731HCID 19895731, compound

Procedure

The title compound was prepared from 2-phenyl-2-(2-pyridyl)-cyclohexanone (4.50 g, 0.017 mol, prepared from the alkylation of 2-phenylcyclohexanone with 2-chloropyridine and sodium hydride), 2,6-diisopropyl-phenyl isocyanate (3.60 g, 0.017 mol), and lithium diisopropylamide (0.017 mol) using the procedure described in Example 1.

Sources & evidence

ORD record
ord-bc9646431ec742d99906ba83409e6f9b
Source dataset
uspto-grants-1992_06
Patent number
US05118697

Reaction notes

Loading…