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

HRID 1062093Notes

Reaction equation

HRID 1062093 reaction equation
[C:1]([O:5][C:6](=[O:22])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)=[CH:10][C:9]=1[NH2:21])([CH3:4])([CH3:3])[CH3:2].CC1(C)[O:29][C:28]([C:30]2[CH:31]=[C:32]([CH:35]=[CH:36][CH:37]=2)[C:33]#[N:34])=[CH:27][C:26](=O)[O:25]1>>[C:1]([O:5][C:6](=[O:22])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)=[CH:10][C:9]=1[NH:21][C:26](=[O:25])[CH2:27][C:28]([C:30]1[CH:37]=[CH:36][CH:35]=[C:32]([C:33]#[N:34])[CH:31]=1)=[O:29])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 117363373-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrileHCID 69592797(3-Amino-3'-fluoro-biphenyl-4-yl)-carbamic acid tert.-butyl ester

Product 1

HCID 86588050{3-[3-(3-Cyano-phenyl)-3-oxo-propionylamino]-3'-fluoro-biphenyl-4-yl}-carbamic acid tert.-butyl esterYield 59.6%

Procedure

Prepared from (3-amino-3′-fluoro-biphenyl-4-yl)-carbamic acid tert.-butyl ester (Example G38) (151 mg, 0.5 mmol) and 3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile (Example J4) (175 mg, 0.76 mmol) according to the general procedure K. Obtained as an orange solid (141 mg).

Sources & evidence

ORD record
ord-6c9747f1f780482e8c6575b2f01943e3
Source dataset
uspto-grants-2005_11
Patent number
US06960578B2

Reaction notes

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