Sodium Iodide → 1-[(E)-3-(3,4-Dichloro-phenyl)-acryloyl]-4-(4-piperidin-1-yl-butyl)-[1,4]diazepan-5-one

HRID 1867416Notes

Reaction equation

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

Participants

Reactant 3

HCID 5238Sodium Iodide

HCID 8082Piperidine

HCID 684330161-[(E)-3-(3,4-dichloro-phenyl)-acryloyl]-4-(4-iodo-butyl)-[1,4]diazepan-5-one

Product 1

HCID 167557881-[(E)-3-(3,4-Dichloro-phenyl)-acryloyl]-4-(4-piperidin-1-yl-butyl)-[1,4]diazepan-5-one

Procedure

In analogy to the procedure described in example 5D, 1-[(E)-3-(3,4-dichloro-phenyl)-acryloyl]-4-(4-iodo-butyl)-[1,4]diazepan-5-one and piperidine (with no additional sodium iodide) gave the title compound as white powder. MS: 452.2 (MH+, 2Cl).

Sources & evidence

ORD record: ord-668e053d78e04ddfbb01a98570236538
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07632829B2

Reaction notes

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