4-chloro-7-morpholinoquinazoline synthesis

11synthesis methods

Product Name:4-chloro-7-morpholinoquinazoline
CAS Number:1334602-74-2
Molecular formula:C12H12ClN3O
Molecular Weight:249.7

3,4-Dihydro-7-(morpholin-4-yl)-4-oxoquinazoline, 4-(3,4-Dihydro-4-oxoquinazolin-7-yl)morpholine

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1334602-74-2
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Yield:1334602-74-2 93%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine;trichlorophosphate at 115; for 2 h;

Steps:

2.1

1.3 ml (7.57 mmol) of N-ethyldiisopropylamine were slowly added dropwise to a suspension of 3.5 g (15.11 mmol) of 7-morpholin-4-yl-3H-quinazolin-4-one in 20 ml of phosphoryl chloride. The reaction mixture was subsequently stirred at 115° C. for 2 h. Conventional work-up gave 3.75 g of 4-chloro-7-morpholin-4-ylquinazoline; HPLC/MS (M+H)⁺=250 as solid.¹H NMR (500 MHz, DMSO) δ 8.84-8.79 (m, 1H), 8.03 (d, J=9.4, 1H), 7.66 (dd, J=9.4, 2.5, 1H), 7.19 (d, J=2.5, 1H), 3.82-3.74 (m, 4H), 3.53-3.45 (m, 4H).

References:

US2013/12489,2013,A1 Location in patent:Paragraph 0189; 0190

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