Thionyl Chloride → HCID 21082056, compound

HRID 347015Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18](O)([C:27]4[N:31]([CH3:32])[CH:30]=[N:29][CH:28]=4)[C:19]4[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][CH:20]=4)[CH:16]=3)[N:11]([CH3:34])[C:10](=[O:35])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:38])=O>>[Cl:38][C:18]([C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH3:34])[C:10](=[O:35])[CH:9]=[C:8]2[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1)([C:27]1[N:31]([CH3:32])[CH:30]=[N:29][CH:28]=1)[C:19]1[CH:20]=[CH:21][C:22]([C:23]#[N:24])=[CH:25][CH:26]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 21082102HCID 21082102, compound

Product 1

HCID 21082056HCID 21082056, compound

Procedure

A mixture of (±)-4-[[4-(3-chlorophenyl)-1,2-dihydro-1-methyl-2-oxo-6-quinolinyl]hydroxy(1-methyl-1H-imidazol-5yl)methyl]benzonitrile (0.00121 mol), obtained in stage b), in thionyl chloride (6 ml) was stirred at room temperature for 2 hours. The solvent was evaporated. The residue was taken up in DCM. The solvent was evaporated till dryness, yielding 4-[chloro[4-(3-chlorophenyl)-1,2-dihydro-1-methyl-2-oxo-6-quinolinyl](1-methyl-1H-imidazol-5-yl)methyl]-benzonitrile. The product was used without further purification in the next reaction step

Workup

customThe solvent was evaporated
customThe solvent was evaporated till dryness

Sources & evidence

ORD record: ord-377803c36a524654bec697abcae4c4b1
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07173040B2

Reaction notes

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