Ethynylpyridine → 2-Ethyl-9-methyl-13-[2-(pyridin-2-yl)ethyl]-2,4,9,15-tetraazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one
Reaction equation
[CH2:1]([N:3]1[C:9]2[N:10]=[CH:11][C:12](I)=[CH:13][C:8]=2[C:7](=[O:15])[N:6]([CH3:16])[C:5]2[CH:17]=[CH:18][CH:19]=[N:20][C:4]1=2)[CH3:2].[C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=1)#[CH:22]>>[CH2:1]([N:3]1[C:9]2[N:10]=[CH:11][C:12]([C:22]#[C:21][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)=[CH:13][C:8]=2[C:7](=[O:15])[N:6]([CH3:16])[C:5]2[CH:17]=[CH:18][CH:19]=[N:20][C:4]1=2)[CH3:2].[CH2:1]([N:3]1[C:9]2[N:10]=[CH:11][C:12]([CH2:22][CH2:21][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)=[CH:13][C:8]=2[C:7](=[O:15])[N:6]([CH3:16])[C:5]2[CH:17]=[CH:18][CH:19]=[N:20][C:4]1=2)[CH3:2]Participants
4
Reactant 2
Product 2
Procedure
5,11-Dihydro-11-ethyl-5-methyl-8-(pyrid-2-yl)ethynyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (0.15 g) was prepared by coupling 5,11-dihydro-11-ethyl-8-iodo-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one with 2-ethynylpyridine by a procedure analogous to that described in Example 42a. Hydrogenation as described in Example 42b afforded 24 mg of the title compound, m.p. 70°-72° C. (ethyl acetate/hexanes).
Sources & evidence
- ORD record
- ord-bfcfba4d86d144cab648206187e7bfd3
- Source dataset
- uspto-grants-1998_01
- Patent number
- US05705499
Reaction notes
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