191585. lajstromszámú szabadalom • Eljárás tetrametil-pirrolin-3-karboxamid származékok és azokat tartalmazó új szívgyógyszerek előállítására

191 58E

1

2

3

4

5

6

7

8

9

245 247

N, O

71.24 7.34 7.55 9.56

.110(370.92)

70.98 7.31 7.35 9.86

7

Mc Mc-01,-01,

OOf,

H

45

212 214

61.86 7.92

7.59 9.61

Me N Mc

OCII,

.110(168.92)

61.76 8.03 7.6! 9.86

H

8

Mc Me-CH,N

H

68

198-200

C)SH„N,0

54.22 6.98 12.65 21.34

Me N Me

.HCl (.132.29)

54.37 7.09 12.4921.48

H

9

Me Mc-Cl 1 -Cl 1,ll,C

II

82

134 135

c,„h3,n,o.

72.69 9.15 8.48

Me N Me

1

( 3.10 .<1 7 )

72.87 8.92 8.44

H

CH,-O

H,C

218 (h.)

C10",0N,O,

65.47 8.52 7.63 9.66

.HCl (.366.93)

65.41 8.32 7.68 9.98

10

Me Me-Nil

H

52

238-239

Ci5IIs1N,O.I1

60.91 7.50 14.20 11.98

Me N Me

.HCl (295.82)

61.06 7.34 14.21 12.05

H

11

Me Me-CH-CH.-II, C

c„

h3,n,o,

65.1 I 9.02 7.59 9.61

Me N Me

1

H

50

216-218

.HCl (368.94)

64.98 9.13 7.65 9.83

H

CH,-O

H, C

15

Me Me-CH,-CI

I- NH,

H

68

83-85

Cj, H;, N, O,

59.72 9.61 17.41 -Me N Mc-d!,(241.55)

59.68 9.69 17.44

11

!

OH

H, C

19

Me Me-CH,-CONH

H

63

211-213

C,,H,,N,0,

63.37 7.71 11.48 9.69

Mc N Me

.HCl (365.90)

63.18 7.91 11.49 9.72

H

H,C

H, C

20

Me Me-CH-1-COM4

H

59

187-188

C5oH„N,0,

69.94 8.51 12.23 -H

CH,

(343/7)

69.90 8.29 12.29

H, C

10

1.52 (s. fill, 2dl,); ! .60 (s, 6lf, 2CH,); 6.10 (s, JH, CH); 6.30(s, 1H,'CH);7.29 (s, 10H, AtCH=) (C,0).

1.52 <s. 1211. 401,); 2.50- 2.85 (m. 211, CM,); 3.25- 3.65 (m, 2H, CH,); 3.76 (s, 6H, 20CH,); 6.05 (s,

1 H, CH=); 6.70-7.0 (m,

3 H. ArCH=) (D,0).

1.60 (s, 6H, 2CH,); 1.66 (s. =11, 2CH,);4.70(s, 2H, Cil,); 6.58 (s. 1 H, CH=);

7.80 8 05 (m, 2H,PyCH=), 8.60-8.80 (m, 2H,PyCH=) (D,0).

1.28(s. 2CH,). 1.45 (s, 2 ■ 2('ll3.>, 1.4 5 (cl, (’II, ) ( 1 511)

2.24 (s, 6H, 2CH3); 3.50- 4.0 (m,2H, CH,);4.0-4.50 (m, 1H, CH); 6.08 (s, 1H,

Cil =); 6.84 (s. 3H, ArCH=) (CIKI,)

1.24 (<.1,311, C113); 1.58 (s, 611. 201,); 1.68 (s, 611, 2CH,);2.14(s, 6H, 2CH,); 3.55-3.80 (m, 2H, CH3);

3.95-4.30 (m, 1H.CH);

6.24 (s, 1H, CH=); 6.90 (s, 3H, ArCIl=) (D,0).

1.68 (s, 611, 2CH3); 1.66 (s, 6H,2CH3);6.46 (s, 1H,CH=); 6.70-7.50 (m, 5H, ArCH=) (D,0).

1.0-1.80 (m, 15H, 4CH3, CH, CH); 1.80-2.40 (m,

911, 3CH3); 2.70-3.80 (m, 311, CIICH,);6.68(s, 3H, ArCH=) (D,0).

1.28 (s. 6H, 2CH3); 1.42 (s. 611, 2CI13); 2.50-2.85 (m, 211, ( 11, ); 3.20 3.94 (in, 3H, CH, CH); 6.10 (s, 1H, CH=) (CDC!3);

1.57 (s, 6H,2CH3); 1.66 (s, 611, 2CH3 ); 2.10 (s,

6H, 2CH3); 4.10 (s, 2H,

CH, ); 6.45 (s, 1H,CH=);

7.10 (s, 3H, ArCH=) (D,O)

1.26 (s, 6H, 2CH3); 1.31 (s, 6H, 2CH3); 1.52 (d, 3H, CU3. J=7.2 11?;); 2.15 (s, 611. 2(’ltj ); 4.86 (q, IH, Cil, J=7.2 Hz); 6.20 (s, 1H, CH=); 7.0 (s, 3H,ArCH=) (CDC13)

5