4-Fluorobenzoyl chloride → HCID 57559144, compound

HRID 37933Notes

Reaction equation

HRID 37933 reaction equation
[CH2:1]1[C:14]2[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[NH:7][C:6]=2[C:5]([C:15]([O:17][CH3:18])=[O:16])=[CH:4][NH:3][CH2:2]1.[F:19][C:20]1[CH:28]=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][CH:21]=1>>[F:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]([N:3]2[CH2:2][CH2:1][C:14]3[C:13]4[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=4[NH:7][C:6]=3[C:5]([C:15]([O:17][CH3:18])=[O:16])=[CH:4]2)=[O:25])=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 678794-Fluorobenzoyl chlorideHCID 13062193Methyl 1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylate

Product 1

HCID 57559144HCID 57559144, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 2A by using methyl 1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylate (Kuehne et al. (1985) J. Org. Chem. 50:919-924) and 4-fluorobenzoyl chloride; 1H-NMR (CDCl3): δ 10.51 (1H, br s), 7.99 (1H, s), 7.62 (2H, m), 7.53 (1H, d), 7.23 (1H, d), 7.10-7.24 (4H, m), 4.22 (2H, t), 3.80 (3H, s), 3.27 (2H, m); MS (ES): 365 (MH+).

Sources & evidence

ORD record
ord-f778e235720146a0b9379908927e460e
Source dataset
uspto-grants-2013_09
Patent number
US08524704B2

Reaction notes

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