Thionyl Chloride → HCID 15692419, compound

HRID 2107597Notes

Reaction equation

HRID 2107597 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:22])=[C:11]([N:16]4[CH2:21][CH2:20][O:19][CH2:18][CH2:17]4)[C:12]=3[CH2:14]O)[C:7](=[O:23])[C:6]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:5]2)[CH2:3][CH2:2]1.S(Cl)([Cl:31])=O>>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:22])=[C:11]([N:16]4[CH2:21][CH2:20][O:19][CH2:18][CH2:17]4)[C:12]=3[CH2:14][Cl:31])[C:7](=[O:23])[C:6]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:5]2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 15692416HCID 15692416, compound

Product 1

HCID 15692419HCID 15692419, compound

Conditions

Temperature
50 °C

Procedure

To ethyl 1-cyclopropyl-7-morpholino-6-fluoro-8-hydroxymethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate (80 mg) is added thionyl chloride (1 ml), and the mixture is stirred at room temperature for 4 hours and further at 50° C. for one hour. The solvent is concentrated under reduced pressure to give crude ethyl 1-cyclopropyl-7-morpholino-6-fluoro-8-chloromethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate (84 mg).

Workup

  1. concentrationThe solvent is concentrated under reduced pressure

Sources & evidence

ORD record
ord-df5a3204695349faac9e372ea14afda7
Source dataset
uspto-grants-1990_06
Patent number
US04935420

Reaction notes

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