6-(3-Chloro-phenyl)-2,2-dimethyl-[1,3]dioxin-4-one → {4-Benzoyl-2-[3-(3-chloro-phenyl)-3-oxo-propionylamino]-phenyl}-carbamic acid tert.-butyl ester

HRID 1745580Notes

Reaction equation

HRID 1745580 reaction equation
[C:1]([O:5][C:6](=[O:23])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:10][C:9]=1[NH2:22])([CH3:4])([CH3:3])[CH3:2].[Cl:24][C:25]1[CH:26]=[C:27]([C:31]2[O:36]C(C)(C)[O:34][C:33](=O)[CH:32]=2)[CH:28]=[CH:29][CH:30]=1>>[C:1]([O:5][C:6](=[O:23])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:10][C:9]=1[NH:22][C:33](=[O:34])[CH2:32][C:31]([C:27]1[CH:28]=[CH:29][CH:30]=[C:25]([Cl:24])[CH:26]=1)=[O:36])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 222246906-(3-Chloro-phenyl)-2,2-dimethyl-[1,3]dioxin-4-oneHCID 69592848Carbamic acid,(2-amino-4-benzoylphenyl)-,1,1-dimethylethyl ester

Product 1

HCID 86588006{4-Benzoyl-2-[3-(3-chloro-phenyl)-3-oxo-propionylamino]-phenyl}-carbamic acid tert.-butyl esterYield 71.3%

Procedure

Prepared from (2-amino-4-benzoyl-phenyl)-carbamic acid tert.-butyl ester (Example G24) (205 mg, 0.66 mmol) and 6-(3-chloro-phenyl)-2,2-dimethyl-[1,3]dioxin-4-one (Example J6) (174 mg, 0.73 mmol) according to the general procedure K. Obtained as a brown foam (232 mg).

Sources & evidence

ORD record
ord-3e09866b8818457faf2d12c0eccbc9ac
Source dataset
uspto-grants-2006_03
Patent number
US07018998B2

Reaction notes

Loading…