Hydrochloric Acid → HCID 17962897, compound

HRID 2382303Notes

Reaction equation

HRID 2382303 reaction equation
[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([OH:14])=[CH:11][CH:12]=2)[C:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)([CH3:15])[CH2:6][C:5]1([CH3:23])[CH3:22])(=[O:3])[CH3:2].[N:24]1[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30]Cl)[CH:25]=1.Cl.C(=O)([O-])[O-].[Cs+].[Cs+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH2:30][C:26]3[CH:25]=[N:24][CH:29]=[CH:28][CH:27]=3)=[CH:11][CH:12]=2)[C:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)([CH3:15])[CH2:6][C:5]1([CH3:23])[CH3:22])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 10796Cesium carbonateHCID 183583-(Chloromethyl)pyridineHCID 17962881HCID 17962881, compound

Product 1

HCID 17962897HCID 17962897, compound

Reagents, catalysts & solvents 1

HCID 74236Tetrabutylammonium BromideCatalyst

Procedure

Alkylation of 1-acetyl-6-hydroxy-4-phenyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline (20 mg) with 3-picolylchloride.HCl (12 mg), cesium carbonate (63 mg) and tetrabutylammonium bromide (30 mg) acetonitrile (1 ml) was performed according to the method described in example 39.

Sources & evidence

ORD record
ord-d075f57a11a14b7bbfc398f1b5097765
Source dataset
uspto-grants-2012_09
Patent number
US08258293B2

Reaction notes

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