3-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile → {5-[3-(3-Cyano-phenyl)-3-oxo-propionyl-amino]-2-dimethylamino-2',3'-difluoro-biphenyl-4-yl}-carbamic acid tert.-butyl ester

HRID 1265650Notes

Reaction equation

HRID 1265650 reaction equation
[C:1]([O:5][C:6](=[O:26])[NH:7][C:8]1[C:13]([NH2:14])=[CH:12][C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:16]=2[F:22])=[C:10]([N:23]([CH3:25])[CH3:24])[CH:9]=1)([CH3:4])([CH3:3])[CH3:2].CC1(C)[O:33][C:32]([C:34]2[CH:35]=[C:36]([CH:39]=[CH:40][CH:41]=2)[C:37]#[N:38])=[CH:31][C:30](=O)[O:29]1>>[C:1]([O:5][C:6](=[O:26])[NH:7][C:8]1[C:13]([NH:14][C:30](=[O:29])[CH2:31][C:32]([C:34]2[CH:41]=[CH:40][CH:39]=[C:36]([C:37]#[N:38])[CH:35]=2)=[O:33])=[CH:12][C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:16]=2[F:22])=[C:10]([N:23]([CH3:24])[CH3:25])[CH:9]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 117363373-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrileHCID 69687562HCID 69687562, compound

Product 1

HCID 86586806{5-[3-(3-Cyano-phenyl)-3-oxo-propionyl-amino]-2-dimethylamino-2',3'-difluoro-biphenyl-4-yl}-carbamic acid tert.-butyl ester

Procedure

The title compound was prepared from (5-amino-2-dimethylamino-2′,3′-difluoro-biphenyl-4-yl)-carbamic acid tert.-butyl ester (Example J3) 3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile (Example L1) according to the general procedure M. Obtained as a yellow solid (145 mg).

Sources & evidence

ORD record
ord-e0f78027f6754c7e999e36a429772ef7
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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