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

HRID 859424Notes

Reaction equation

HRID 859424 reaction equation
[C:1]([O:5][C:6](=[O:29])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]=[N:16][C:17]([O:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:18][CH:19]=2)=[CH:10][C:9]=1[NH2:28])([CH3:4])([CH3:3])[CH3:2].[N:30]1([C:35]2[CH:36]=[C:37]([C:41]3[O:46]C(C)(C)[O:44][C:43](=O)[CH:42]=3)[CH:38]=[CH:39][CH:40]=2)[CH:34]=[CH:33][N:32]=[CH:31]1>>[C:1]([O:5][C:6](=[O:29])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]=[N:16][C:17]([O:20][CH2:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[CH:18][CH:19]=2)=[CH:10][C:9]=1[NH:28][C:43](=[O:44])[CH2:42][C:41]([C:37]1[CH:38]=[CH:39][CH:40]=[C:35]([N:30]2[CH:34]=[CH:33][N:32]=[CH:31]2)[CH:36]=1)=[O:46])([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 69592766Carbamic acid,[2-amino-4-[6-(phenylmethoxy)-3-pyridinyl]phenyl]-,1,1-dimethylethyl ester

Product 1

HCID 86588032{4-(6-Benzyloxy-pyridin-3-yl)-2-[3-(3-imidazol-1-yl-phenyl)-3-oxo-propionylamino]-phenyl}-carbamic acid tert.-butyl esterYield 69.2%

Procedure

Prepared from [2-amino-4-(6-benzyloxy-pyridin-3-yl)-phenyl]-carbamic acid tert.-butyl ester (Example G30) (196 mg, 0.5 mmol) and 6-(3-imidazol-1-yl-phenyl)-2,2-dimethyl-[1,3]dioxin-4-one (Example J10) (229 mg, 0.85 mmol) according to the general procedure K. Obtained as a yellow solid (209 mg).

Sources & evidence

ORD record
ord-a77306f56d76432db348a6f5261a0356
Source dataset
uspto-grants-2006_12
Patent number
US07151098B2

Reaction notes

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