4-(6-Fluoro-1H-indol-3-YL)cyclohexanone → 8-{4-[4-(6-Fluoro-1H-indol-3-yl)-cyclohexyl]-[1,4]diazepan-1-yl}-quinoline

HRID 1250159Notes

Reaction equation

HRID 1250159 reaction equation
[N:1]1([C:8]2[CH:9]=[CH:10][CH:11]=[C:12]3[C:17]=2[N:16]=[CH:15][CH:14]=[CH:13]3)[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[F:18][C:19]1[CH:27]=[C:26]2[C:22]([C:23]([CH:28]3[CH2:33][CH2:32][C:31](=O)[CH2:30][CH2:29]3)=[CH:24][NH:25]2)=[CH:21][CH:20]=1>>[F:18][C:19]1[CH:27]=[C:26]2[C:22]([C:23]([CH:28]3[CH2:33][CH2:32][CH:31]([N:4]4[CH2:5][CH2:6][CH2:7][N:1]([C:8]5[CH:9]=[CH:10][CH:11]=[C:12]6[C:17]=5[N:16]=[CH:15][CH:14]=[CH:13]6)[CH2:2][CH2:3]4)[CH2:30][CH2:29]3)=[CH:24][NH:25]2)=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 154812814-(6-Fluoro-1H-indol-3-YL)cyclohexanoneHCID 183273058-[1,4]Diazepan-1-yl-quinoline

Product 1

HCID 99112268-{4-[4-(6-Fluoro-1H-indol-3-yl)-cyclohexyl]-[1,4]diazepan-1-yl}-quinolineYield 89%

Procedure

The title compound was prepared according to Example 3, Step 4 except that 8-[1,4]diazepan-1-yl-quinoline was used instead of 1-(2-methoxy-phenyl)-[1,4]diazepane and 4-(6-fluoro-1H-indol-3-yl)-cyclohexanone was used in place of 4-(5-fluoro-1H-3-indolyl)-cyclohexanone. Yield: 89%; MS (ES) m/z (relative intensity): 443 (M++H, 100).

Sources & evidence

ORD record
ord-1f4ad21b76fc4ddc97913f755794d147
Source dataset
uspto-grants-2002_01
Patent number
US06337326B1

Reaction notes

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