Ethyl Acrylate → 8-(trans-2-Carboethoxyethen-1-yl)-2-chloro-5,11-dihydro-11-ethyl-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one
Reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH3:21])[C:7](=[O:20])[C:8]3[CH:18]=[C:17](I)[CH:16]=[N:15][C:9]=3[N:10]([CH2:13][CH3:14])[C:11]=2[N:12]=1.[C:22]([O:26][CH2:27][CH3:28])(=[O:25])[CH:23]=[CH2:24]>>[C:22](/[CH:23]=[CH:24]/[C:17]1[CH:16]=[N:15][C:9]2[N:10]([CH2:13][CH3:14])[C:11]3[N:12]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=3[N:6]([CH3:21])[C:7](=[O:20])[C:8]=2[CH:18]=1)([O:26][CH2:27][CH3:28])=[O:25]Participants
3
Procedure
2-Chloro-5,11-dihydro-11-ethyl-8-iodo-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (0.6 g, 1.45 mmol) was coupled with ethyl acrylate (0.19 mL, 1.75 mmol) by a procedure analogous to that described in Example 1h to give 0.42 g of the title compound as beige crystals, m.p. 192°-193° C. (ethyl acetate/hexanes). Hydrogenation, as described in Example 15, gave 0.22 g of a mixture of reduction products, which was used directly in the next step.
Sources & evidence
- ORD record
- ord-08cf5259802443dfbc630d1e37ebc460
- Source dataset
- uspto-grants-1998_01
- Patent number
- US05705499
Reaction notes
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