3-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile → {3-[3-(3-Cyano-phenyl)-3-oxo-propionylamino]-[1,1';4',1''] terphenyl-4-yl}-carbamic acid tert.-butyl ester

HRID 859408Notes

Reaction equation

HRID 859408 reaction equation
[C:1]([O:5][C:6](=[O:27])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:16][CH:15]=2)=[CH:10][C:9]=1[NH2:26])([CH3:4])([CH3:3])[CH3:2].CC1(C)[O:34][C:33]([C:35]2[CH:36]=[C:37]([CH:40]=[CH:41][CH:42]=2)[C:38]#[N:39])=[CH:32][C:31](=O)[O:30]1>>[C:1]([O:5][C:6](=[O:27])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)=[CH:16][CH:15]=2)=[CH:10][C:9]=1[NH:26][C:31](=[O:30])[CH2:32][C:33]([C:35]1[CH:42]=[CH:41][CH:40]=[C:37]([C:38]#[N:39])[CH:36]=1)=[O:34])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 117363373-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrileHCID 69592771HCID 69592771, compound

Product 1

HCID 86588016{3-[3-(3-Cyano-phenyl)-3-oxo-propionylamino]-[1,1';4',1''] terphenyl-4-yl}-carbamic acid tert.-butyl esterYield 66.7%

Procedure

Prepared from (3″-amino-[1,1′;4′,1″]terphenyl-4″-yl)-carbamic acid tert.-butyl ester (Example G32) (159 mg, 0.44 mmol) and 3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile (Example J4) (111 mg, 0.49 mmol) according to the general procedure K. Obtained as an off-white solid (156 mg).

Sources & evidence

ORD record
ord-2887b914a8af419eb4ab4518bf879615
Source dataset
uspto-grants-2006_12
Patent number
US07151098B2

Reaction notes

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