4-Fluorobenzoyl chloride → HCID 11305890, compound

HRID 736096Notes

Reaction equation

HRID 736096 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:12]2[NH:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=3[C:11]=2[CH:10]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:9][NH:8][CH:7]=1)=[O:5])[CH3:2].[F:27][C:28]1[CH:36]=[CH:35][C:31]([C:32](Cl)=[O:33])=[CH:30][CH:29]=1>>[CH2:1]([O:3][C:4]([C:6]1[C:12]2[NH:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=3[C:11]=2[CH:10]([CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:9][N:8]([C:32](=[O:33])[C:31]2[CH:35]=[CH:36][C:28]([F:27])=[CH:29][CH:30]=2)[CH:7]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 678794-Fluorobenzoyl chlorideHCID 66640569HCID 66640569, compound

Product 1

HCID 11305890HCID 11305890, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 2A by using 1-benzyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid ethyl ester and 4-fluorobenzoyl chloride; 1H NMR (CDCl3) δ 10.58 (1H, s), 8.07 (1H, s), 7.62-7.66 (2H, m), 7.36 (1H, d), 7.13-7.23 (9H, m), 6.99 (1H, t), 5.25 (1H, dd), 4.26 (2H, m), 3.94 (1H, d), 2.99 (1H, dd), 2.83 (1H, dd), 1.22 (3H, t); MS (ESI): 469 (MH+).

Sources & evidence

ORD record
ord-7d318f0db4c34fcfae6c898b9ebe65e7
Source dataset
uspto-grants-2009_09
Patent number
US07595311B2

Reaction notes

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