Acetylene → HCID 15956330, compound

HRID 724959Notes

Reaction equation

HRID 724959 reaction equation
Br[C:2]1[CH:21]=[N:20][C:5]2[N:6]([CH2:18][CH3:19])[C:7]3[N:16]=[C:15]([F:17])[CH:14]=[CH:13][C:8]=3[N:9]([CH3:12])[C:10](=[O:11])[C:4]=2[CH:3]=1.Br[C:23]1[CH:24]=[N:25][C:26]2[C:31]([CH:32]=1)=[CH:30][CH:29]=[CH:28][CH:27]=2.[CH:33]#[CH:34]>>[CH2:18]([N:6]1[C:5]2[N:20]=[CH:21][C:2]([CH2:33][CH2:34][C:23]3[CH:24]=[N:25][C:26]4[C:31]([CH:32]=3)=[CH:30][CH:29]=[CH:28][CH:27]=4)=[CH:3][C:4]=2[C:10](=[O:11])[N:9]([CH3:12])[C:8]2[CH:13]=[CH:14][C:15]([F:17])=[N:16][C:7]1=2)[CH3:19]

Participants

4

Reactant 3

HCID 6326AcetyleneHCID 214133-BromoquinolineHCID 108078258-Bromo-2-fluoro-5,11-dihydro-11-ethyl-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

Product 1

HCID 15956330HCID 15956330, compound

Procedure

By a procedure analogous to that described in Example 51b, 60 mg (0.20 mmol) of 5,11-dihydro-11-ethyl-8-ethynyl-2-fluoro-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diaepin-6-one [prepared from 8-bromo-5,11-dihydro-11-ethyl-2-fluoro-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (see Example 38) by a route analogous to that described in Example 51a] was coupled with 3-bromoquinoline. Hydrogenation of the resultant acetylene was accomplished as described in Example 3b to provide 6 mg of the title compound, m.p. 154°-156° C. (petroleum ether).

Sources & evidence

ORD record
ord-214d876bdea747bab8e66159ccf6f8b9
Source dataset
uspto-grants-1998_01
Patent number
US05705499

Reaction notes

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