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

HRID 386599Notes

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 of 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 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 purification (see Example III)

Sources & evidence

ORD record: ord-7df02082561e43a7815491c9d2b3b4d4
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08372855B2

Reaction notes

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