Thionyl Chloride → HCID 12069378, compound

HRID 131543Notes

Reaction equation

HRID 131543 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([Cl:26])[CH:19]=1)=[CH:13][C:12]([Br:27])=[CH:11][C:10]=2[CH2:28]O)=[O:5])[CH3:2].S(Cl)([Cl:32])=O>>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([Cl:26])[CH:19]=1)=[CH:13][C:12]([Br:27])=[CH:11][C:10]=2[CH2:28][Cl:32])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 12069377HCID 12069377, compound

Product 1

HCID 12069378HCID 12069378, compound

Procedure

A solution of 1.73 mmole 6-bromo-4-[[(3-chloro-4-methoxyphenyl)methyl)amino)-8-hydroxymethylquinoline-3-carboxylic acid ethyl ester (i.e., Example 56) in 8 ml of thionyl chloride was stirred at RT for 1.5 hours. The solution was concentrated to give 0.86 g of the title compound as an orange foam. MS: 499; LC: 4.15′

Workup

  1. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-b23a4b239c2741e89e9d722f8799ac41
Source dataset
uspto-grants-2008_06
Patent number
US07384958B2

Reaction notes

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