Triethylamine → 4-Chloro-6-(1,4-dioxa-spiro[4,5]decan-8-yl-oxy)-7-methoxy-quinazoline

HRID 1672126Notes

Reaction equation

P(Cl)(Cl)([Cl:3])=O.O=[C:7]1[C:16]2[C:11](=[CH:12][C:13]([O:28][CH3:29])=[C:14]([O:17][CH:18]3[CH2:27][CH2:26][C:21]4([O:25][CH2:24][CH2:23][O:22]4)[CH2:20][CH2:19]3)[CH:15]=2)[N:10]=[CH:9][NH:8]1.C(N(CC)CC)C>C(#N)C>[Cl:3][C:7]1[C:16]2[C:11](=[CH:12][C:13]([O:28][CH3:29])=[C:14]([O:17][CH:18]3[CH2:27][CH2:26][C:21]4([O:25][CH2:24][CH2:23][O:22]4)[CH2:20][CH2:19]3)[CH:15]=2)[N:10]=[CH:9][N:8]=1

Participants

Conditions

Temperature: 40 °C

Procedure

6 ml phosphorus oxychloride are added dropwise to 12.1 g 3,4-dihydro-4-oxo-6-(1,4-dioxa-spiro[4,5]decan-8-yl-oxy)-7-methoxy-quinazoline in 120 ml acetonitrile and the mixture is heated to an internal temperature of 40° C. Then 9.3 ml triethylamine are added dropwise and the reaction mixture is refluxed for 3 hours. The mixture is cooled to ambient temperature and left to stand overnight. The solution of the product is reacted further without any purification (see Example III).

Workup

temperaturethe reaction mixture is refluxed for 3 hours
temperatureThe mixture is cooled to ambient temperature
waitleft
customThe solution of the product is reacted further without any purification (see Example III)

Sources & evidence

ORD record: ord-b4e24f86ac1c4929b52ba866618b76c4
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07998949B2

Reaction notes

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