专

一种用于治疗子宫内膜异位症的药物及其制备方法

1102001292061B

发明人

冯聪, 姜玥, 张跃辉, 韩亚光, 贾丽妍, 王逸

受让人

UNIV HEILONGJIANG CHINESE MEDICINE (UHLJ-C)

申请人

日清紡マイクロデバイス株式会社

申请号

2533656

申请日

2017-09-19

公开(公告)号

1102001292061B

公开(公告)日

1994-09-20

IPC分类号

G01S013/32B60J005/00G01S007/282G01V003/12G01S013/04B60R021/32B60R025/10G01S013/34G01S007/03H01H036/00G01S013/00G01S007/28G05B019/00G01S013/02

CPC分类号

优先权号

109911

优先权日

2000-05-09

摘要

NOVELTY - Preparing substituted (S)-2-(pyrimidin-4-yl)propan-1-ol compounds (I) and substituted (S)-2-(1,6-dihydropyrimidin-4-yl)propan-1-ol compounds (II) comprises: reacting substituted ketone group containing compounds (a) with substituted 4-vinyl-pyrimidine compounds (b) or substituted 4-vinyl-1,6-dihydro-pyrimidine compounds (c), in the presence of a transition metal catalyst, and a ligand suitable for use with the catalyst and a reducing agent.

USE - The method is useful for preparing substituted (S)-2-(pyrimidin-4-yl)propan-1-ol compounds and substituted (S)-2-(1,6-dihydropyrimidin-4-yl)propan-1-ol compounds which are used to prepare voriconazole (claimed), where the voriconazole is used to treat fungal infections. No biological data given.

ADVANTAGE - The process provides voriconazole in a simple manner.

DETAILED DESCRIPTION - Preparing substituted (S)-2-(pyrimidin-4-yl)propan-1-ol compounds of formula (I) and substituted (S)-2-(1,6-dihydropyrimidin-4-yl)propan-1-ol compounds of formula (II) comprises: reacting substituted ketone group containing compounds of formula (a) with substituted 4-vinyl-pyrimidine compounds of formula (b) or substituted 4-vinyl-1,6-dihydro-pyrimidine compounds of formula (c), in the presence of a transition metal catalyst, and a ligand suitable for use with the catalyst and a reducing agent.

X1 = H, halo, -NH2, -NH(1-6C alkyl), -N(1-6C alkyl)(1-6C alkyl), -Si(R3)3, -O(1-6C alkyl), -O-aryl, -S(1-6C alkyl), -OSO2(1-6C alkyl), -NHSO2(1-6C alkyl) or -S-aryl;

R3 = 1-6C alkyl, aryl or aryl(1-6C alkyl));

Y1 = H, halo, -NH2, -NH(1-6C alkyl), -N(1-6C alkyl)(1-6C alkyl), -Si(R3)3, -O(1-6C alkyl), -O-aryl, -S(1-6C alkyl), -OSO2(1-6C alkyl), -NHSO2(1-6C alkyl) or -S-aryl;

Z1 = optionally substituted heteroaryl, -Si(R3)3, -OH, protected hydroxy group, halo, nitro, cyano, -SH, protected thio group, 1-6C alkyl or 1-6C alkoxy;

A1 = O, S or N;

B1 = phenyl substituted by at least one halo; and

E1 = halo.

An INDEPENDENT CLAIM is also included for substituted 4-vinyl-pyrimidine compounds (b) or substituted 4-vinyl-1,6-dihydro-pyrimidine compounds (c), where (b) is not 5-bromo-4-vinylpyrimidine.

权利要求

where the dashed bonds indicate the linking of this group and A has the meanings given above; X is on each occurrence, identically or differently, CR or N, with the proviso that at least one group X stands for N; Ar is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may be substituted by one or more radicals R; Y 1 is on each occurrence, identically or differently, O, NR, S or CR 2 , where the radical R which is bonded to N is not equal to H; Y 2 is NR 1 , where the radical R 1 which is bonded to N is phenyl, which may be substituted with one or more groups selected from D, F, CN or CF 3 , or triphenylenyl or phenanthrenyl; Y 3 is on each occurrence, identically or differently, O, NR, S or CR 2 , where the radical R which is bonded to N is not equal to H; L is on each occurrence, identically or differently, a single bond or an aromatic ring system having 5 to 30 aromatic ring atoms, which may be substituted by one or more radicals R; R is selected on each occurrence, identically or differently, from the group consisting of H, D, F, Cl, Br, I, CN, NO 2 , N(Ar 1 ) 2 , N(R 1 ) 2 , C(═O)Ar 1 , C(═O)R 1 , P(═O)(Ar 1 ) 2 , P(Ar 1 ) 2 , B(Ar 1 ) 2 , Si(Ar 1 ) 3 , Si(R 1 ) 3 , a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 20 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 20 C atoms or an alkenyl group having 2 to 20 C atoms, each of which may be substituted by one or more radicals R 1 where one or more non-adjacent CH 2 groups may be replaced by R 1 C═CR 1 , Si(R 1 ) 2 , C═O, C═S, C═NR 1 , P(═O)(R′), SO, SO 2 , NR 1 , O, S or CONR 1 and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO 2 , an aromatic or heteroaromatic ring system having 5 to 40 aromatic ring atoms, which may in each case be substituted by one or more radicals R 1 , an aryloxy or heteroaryloxy group having 5 to 40 aromatic ring atoms, which may be substituted by one or more radicals R 1 , or an aralkyl or heteroaralkyl group having 5 to 40 aromatic ring atoms, which may be substituted by one or more radicals R 1 ; two substituents R which are bonded to the same carbon atom or to adjacent carbon atoms may optionally form a monocyclic or polycyclic, aliphatic, aromatic or heteroaromatic ring system here, which may be substituted by one or more radicals R 1 ; Ar 1 is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may be substituted by one or more non-aromatic radicals R 1 ; two radicals Ar 1 which are bonded to the same N atom, P atom or B atom may also be bridged to one another here by a single bond or a bridge selected from N(R 1 ), C(R 1 ) 2 , O or S; m is 0, 1, 2 or 3; R 1 is selected on each occurrence, identically or differently, from the group consisting of H, D, F, CN, an aliphatic hydrocarbon radical having 1 to 20 C atoms or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, in which one or more H atoms may be replaced by D, F, Cl, Br, I or CN and which may be substituted by one or more alkyl groups, each having 1 to 4 carbatoms; two or more adjacent substituents R 1 may form a mono- or polycyclic, aliphatic ring system with one another here; and at least one further compound, wherein the further compound is a matrix material which is a hole-transporting compound.

2. The mixture according to claim 1 , wherein X is on each occurrence N.

3. The mixture according to claim 1 , wherein Y 1 is O.

4. The mixture according to claim 1 , wherein Y 1 is S.

5. The mixture according to claim 1 , wherein Y 1 is NR′.

6. The mixture according to claim 1 , wherein Y 1 is CR 2 .

7. The mixture according to claim 1 , wherein R′ is phenyl.

8. The mixture according to claim 1 , wherein the hole transporting compound is a carbazole derivative.

9. The mixture according to claim 8 , wherein the carbazole derivative is a biscarbazole.

11. An organic electroluminescent device comprising the mixture according to claim 1 .

12. An organic electroluminescent device comprising the mixture according to claim 9 .

13. An organic electroluminescent device comprising the mixture according to claim 10 .

14. An organic electroluminescent device comprising the mixture according to claim 1 wherein the mixture is employed in an emitting layer, in combination with a phosphorescent dopant.

15. An organic electroluminescent device comprising the mixture according to claim 9 wherein the mixture is employed in an emitting layer, in combination with a phosphorescent dopant.

16. An organic electroluminescent device comprising the mixture according to claim 10 wherein the mixture is employed in an emitting layer, in combination with a phosphorescent dopant.

说明书

[0001]FIG. 1 is a front elevation view of a communications device showing our new design; FIG. 2 is a rear elevation view thereof; FIG. 3 is a left elevation view thereof; FIG. 4 is a right elevation view thereof; FIG. 5 is a top plan view thereof; FIG. 6 is a bottom plan view thereof; and, FIG. 7 is a front, bottom, and right perspective view thereof. The broken lines show portions of the communications device that form no part of the claimed design.

同族专利

暂无同族专利