4-Fluorobenzoyl chloride → Diethyl 3-(4-fluorobenzoyl)-1,2,3,6-tetrahydroazepino[4,5-B]indole-5,8-dicarboxylate

HRID 1094567Notes

Reaction equation

HRID 1094567 reaction equation
[CH2:1]1[C:14]2[C:13]3[CH:12]=[CH:11][C:10]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][C:8]=3[NH:7][C:6]=2[C:5]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:4][NH:3][CH2:2]1.[F:25][C:26]1[CH:34]=[CH:33][C:29]([C:30](Cl)=[O:31])=[CH:28][CH:27]=1>>[F:25][C:26]1[CH:34]=[CH:33][C:29]([C:30]([N:3]2[CH2:2][CH2:1][C:14]3[C:13]4[CH:12]=[CH:11][C:10]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][C:8]=4[NH:7][C:6]=3[C:5]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:4]2)=[O:31])=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 678794-Fluorobenzoyl chlorideHCID 66640333Diethyl 1,2,3,6-tetrahydroazepino[4,5-b]indole-5,8-dicarboxylate

Product 1

HCID 57559132Diethyl 3-(4-fluorobenzoyl)-1,2,3,6-tetrahydroazepino[4,5-B]indole-5,8-dicarboxylate

Procedure

The title compound was prepared in a manner similar to that described in Example 2A by using diethyl 1,2,3,6-tetrahydroazepino[4,5-b]indole-5,8-dicarboxylate and 4-fluorobenzoyl chloride; 1H-NMR (CDCl3): δ10.78 (1H, br s), 8.13 (2H, m), 7.81 (1H, m), 7.63 (2H, m), 7.53 (1H, d), 7.17 (2H, m), 4.39 (2H, q), 4.26 (4H, m), 3.28 (2H, t), 1.42 (3H, t), 1.23 (3H, t); MS (ES): 451 (MH+).

Sources & evidence

ORD record
ord-4b47481b708044dc948721e26d455b8d
Source dataset
uspto-grants-2012_03
Patent number
US08133992B2

Reaction notes

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