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

HRID 1266796Notes

Reaction equation

HRID 1266796 reaction equation
[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH:18]=[CH:17][CH:16]=[CH:15]2)=[CH:10][C:9]=1[NH2:19])([CH3:4])([CH3:3])[CH3:2].[N:21]1([C:26]2[CH:27]=[C:28]([C:32]3[O:37]C(C)(C)[O:35][C:34](=O)[CH:33]=3)[CH:29]=[CH:30][CH:31]=2)[CH:25]=[CH:24][N:23]=[CH:22]1>>[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH:15]=[CH:16][CH:17]=[CH:18]2)=[CH:10][C:9]=1[NH:19][C:34](=[O:35])[CH2:33][C:32]([C:28]1[CH:29]=[CH:30][CH:31]=[C:26]([N:21]2[CH:25]=[CH:24][N:23]=[CH:22]2)[CH:27]=1)=[O:37])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 222248956-(3-Imidazol-1-yl-phenyl)-2,2-dimethyl-[1,3]dioxin-4-oneHCID 69488996(2-Amino-4-pyrrol-1-yl-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 86586971{2-[3-(3-Imidazol-1-yl-phenyl)-3-oxo-propionylamino]-4-pyrrol-1-yl-phenyl}-carbamic acid tert.-butyl ester

Procedure

The title compound was prepared from (2-amino-4-pyrrol-1-yl-phenyl)-carbamic acid tert.-butyl ester (Example J2) (1.37 g, 5.0 mmol) and 6-(3-imidazol-1-yl-phenyl)-2,2-dimethyl-[1,3]dioxin-4-one (Example L3) (1.28 g, 4.75 mmol) according to the general procedure M. Obtained as a light brown foam (1.78 g).

Sources & evidence

ORD record
ord-88405ad548ce4bcf94a5c3e05eb6e190
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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