Iodide Ion → [5-Cyclohexyl-1-(2-cyclopentyl-2-oxo-ethyl)-2-oxo-1,2-dihydro-benzo[e][1,2,4]triazepin-3-yl]-acetic acid ethyl ester

HRID 730390Notes

Reaction equation

HRID 730390 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][N:6]1[C:12](=[O:13])[NH:11][C:10]2[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=2[C:8]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[N:7]1)[CH3:2].Cl[CH2:26][C:27]([CH:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1)=[O:28].[I-]>>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][N:6]1[C:12](=[O:13])[N:11]([CH2:26][C:27]([CH:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)=[O:28])[C:10]2[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=2[C:8]([CH:18]2[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]2)=[N:7]1)[CH3:2]

Participants

4

Reactant 3

HCID 30165Iodide IonHCID 124665772-Chloro-1-cyclopentylethanoneHCID 135489492(5-Cyclohexyl-2-oxo-1,2-dihydro-benzo[e][1,2,4]triazepin-3-yl)-acetic acid ethyl ester

Product 1

HCID 16225985[5-Cyclohexyl-1-(2-cyclopentyl-2-oxo-ethyl)-2-oxo-1,2-dihydro-benzo[e][1,2,4]triazepin-3-yl]-acetic acid ethyl ester

Procedure

reacting the (5-cyclohexyl-2-oxo-1,2-dihydro-benzo[e][1,2,4]triazepin-3-yl)-acetic acid ethyl ester with 2-chloro-1-cyclopentyl-ethanone; in the presence of an organic or inorganic base; in an organic solvent; in the presence of a source of iodide; to yield [5-cyclohexyl-1-(2-cyclopentyl-2-oxo-ethyl)-2-oxo-1,2-dihydro-benzo[e][1,2,4]triazepin-3-yl]-acetic acid ethyl ester;

Sources & evidence

ORD record
ord-f143ae1195274faca8a1d474a36027b8
Source dataset
uspto-grants-2009_09
Patent number
US07582753B2

Reaction notes

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