Phosphorus oxychloride → 4-Chloro-6-(2-methoxyethoxy)quinazoline

HRID 871320Notes

Reaction equation

HRID 871320 reaction equation
O[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH2:13][CH2:14][O:15][CH3:16])[CH:10]=2)[N:5]=[CH:4][N:3]=1.O=P(Cl)(Cl)[Cl:19]>>[Cl:19][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH2:13][CH2:14][O:15][CH3:16])[CH:10]=2)[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178496103HCID 178496103, compound

Product 1

HCID 866508994-Chloro-6-(2-methoxyethoxy)quinazolineYield 71%

Procedure

4-hydroxy-6-(2-methoxyethoxy)quinazoline (870 mg, 3.9 mmol) was reacted with POCl3 as described in Example 4A Step 2 to give 4-chloro-6-(2-methoxyethoxy)quinazoline (662 mg, 2.8 mmol, 71%). LC-MS (ESI) m/z 239 (M+H)+.

Sources & evidence

ORD record
ord-0a9e88c4669c4283b0b257a86b6ef313
Source dataset
uspto-grants-2015_03
Patent number
US08969587B2

Reaction notes

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