FIELD: medicine; pharmaceuticals.
SUBSTANCE: invention can be used in pharmaceutical industry and refers to a group of compounds, pharmaceutical compositions based thereon and methods for preparing them. Disclosed is a method of producing derivative 1a, comprising obtaining compound 4 by reacting compound 2 with trimethylsilylacetylene 3:
,
obtaining compound 5 by removing the protective group from compound 4:
,
obtaining compound 7 by reacting compound 5 with halogenide 6:
,
obtaining compound 9 by reacting compound 7 with trichloroacetyl isocyanate 8:
,
obtaining compound 10 by removing trichloroacetyl group from compound 9:
,
obtaining compound 1a by removing group Boc from compound of formula 10:
,
or method involves preparing compound 7 by reacting compound 2 and compound 11:
,
obtaining compound 9 by reacting compound 7 with trichloroacetyl isocyanate 8:
,
obtaining compound 10 by removing a trichloroacetyl group from compound 9:
,
obtaining a compound of formula 1a by removing a group of Boc from compound 10:
, where R1 is 0–2 substitutes selected from halogen, nitro, cyano, C1-6alkyl, C1-6haloalkyl, -C(O)OC1-6alkyl, -S(O)2-C1-6alkyl, -(CH2)m-C1-6alkoxy, tetrahydro-2H-pyranyl, piperidinyl, 4-(acetyl)-piperidinyl, 4-(C1-6alkylsulphonyl)-piperidinyl, pyrrolidinyl and morpholinyl, m is from 1 to 6, R2 is a hydrogen atom, A is phenyl, thiophenyl, indazolyl, pyridinyl, pyrimidinyl, pyrazinyl or pyrazolyl, n equals 1 to 3, X is halogen, Z is O.
EFFECT: novel compounds and pharmaceutical compositions based thereon, effective for treating, preventing and relieving acute myeloid leukemia with a FLT3 point mutation, as well as efficient methods for production thereof.
8 cl, 59 ex, 2 tbl
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Authors
Dates
2020-06-29—Published
2017-02-16—Filed