Potassium Iodide → HCID 86615875, compound

HRID 1867446Notes

Reaction equation

HRID 1867446 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])[NH:16][CH2:15][CH2:14]2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8].Cl[CH2:22][C:23]1([CH3:26])[CH2:25][O:24]1.[I-].[K+]>>[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]([CH2:22][C:23]3([CH3:26])[CH2:25][O:24]3)[CH2:15][CH2:14]2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 3

HCID 4875Potassium IodideHCID 952202-(Chloromethyl)-2-methyloxiraneHCID 620449211-[(E)-3-(3,4-Dichloro-phenyl)-acryloyl]-[1,4]diazepan-5-one2×

Product 1

HCID 86615875HCID 86615875, compound

Procedure

In analogy to the procedure described for example 166, 1-[(E)-3-(3,4-dichloro-phenyl)-acryloyl]-[1,4]diazepan-5-one (intermediate 1A) and 2-chloromethyl-2-methyloxirane with 0.3 equivalent of potassium iodide gave the intermediate 1-[(E)-3-(3,4-dichloro-phenyl)-acryloyl]-4-(2-methyl-oxiranylmethyl)-[1,4]diazepan-5-one which was reacted with no work up with piperidine in ethanol to give the title compound as light yellow waxy solid. MS: 468.2 (MH+, 2Cl).

Sources & evidence

ORD record
ord-179e371fb41649a4918abdbf59c46a65
Source dataset
uspto-grants-2009_12
Patent number
US07632829B2

Reaction notes

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