3,4-Dichlorocinnamic acid → (R)-1-[(E)-3-(3,4-Dichloro-phenyl)-acryloyl]-2-methyl-[1,4]diazepan-5-one

HRID 1867391

Reaction equation

HRID 1867391 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[Cl:13])/[CH:5]=[CH:6]/[C:7]([OH:9])=O.[CH3:14][C@@H:15]1[CH2:21][NH:20][C:19](=[O:22])[CH2:18][CH2:17][NH:16]1>>[Cl:1][C:2]1[CH:3]=[C:4](/[CH:5]=[CH:6]/[C:7]([N:16]2[CH2:17][CH2:18][C:19](=[O:22])[NH:20][CH2:21][C@H:15]2[CH3:14])=[O:9])[CH:10]=[CH:11][C:12]=1[Cl:13]

Participants

3

Reactant 2

HCID 6880273,4-Dichlorocinnamic acidHCID 28064214(R)-2-methyl-[1,4]diazepan-5-one

Product 1

HCID 68432228(R)-1-[(E)-3-(3,4-Dichloro-phenyl)-acryloyl]-2-methyl-[1,4]diazepan-5-one

Procedure

In analogy to the procedure described in intermediate 78C, (E)-3,4-dichlorocinnamic acid and (R)-2-methyl-[1,4]diazepan-5-one gave the title compound as a colorless gum, MS: m/e=327.3 (MH+).

Sources & evidence

ORD record
ord-8141f72d1a7e473faea850fcd678cc96
Source dataset
uspto-grants-2009_12
Patent number
US07632829B2

Linked notes

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