Thionyl Chloride → HCID 86609392, compound

HRID 640021Notes

Reaction equation

HRID 640021 reaction equation
[C:1]([O:9][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][C:19]=1[O:20][CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][CH2:23]1)[N:16]=[CH:15][N:14]=[C:13]2O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:32])=O>CN(C)C=O>[C:1]([O:9][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][C:19]=1[O:20][CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][CH2:23]1)[N:16]=[CH:15][N:14]=[C:13]2[Cl:32])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 178480344HCID 178480344, compound

Product 1

HCID 86609392HCID 86609392, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-hydroxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-6-yl benzoate (0.215 g, 0.55 mmol), thionyl chloride (2 ml) and dimethylformamide (0.05 ml) were refluxed for 15 minutes. The solvent was evaporated in vacuo to yield 4-chloro-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-6-yl benzoate (0.250 g, 94% yield) as the hydrochloride salt:

Workup

  1. temperaturewere refluxed for 15 minutes
  2. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-fff5bc08f5d04de2a65754e4134478e8
Source dataset
uspto-grants-2010_04
Patent number
US07691867B2

Reaction notes

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