4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione → HCID 54758208, compound

HRID 1402790Notes

Reaction equation

HRID 1402790 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[NH2:12])[C:5]([O:7][CH3:8])=[O:6].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([CH:20]2[CH2:26][C:25](=O)[O:24][C:22](=[O:23])[CH2:21]2)=[CH:16][CH:15]=1>>[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([CH:20]([CH2:26][C:25]2[NH:1][C:2]3[CH:3]=[C:4]([C:5]([O:7][CH3:8])=[O:6])[CH:9]=[CH:10][C:11]=3[N:12]=2)[CH2:21][C:22]([OH:24])=[O:23])=[CH:18][CH:19]=1.[ClH:13]

Participants

3

Reactant 2

HCID 1046394-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dioneHCID 1355243,5-Diamino-2-methylbenzoic acid

Product 1

HCID 54758208HCID 54758208, compound

Procedure

By a procedure similar to that of example 1.4, starting from methyl 3,4-diaminobenzoate and 3-(4-chlorophenyl)glutaric anhydride, 3-(4-chlorophenyl)-4-(5-methoxycarbonyl-2-benzimidazolyl)-butanoic acid•HCl was obtained as light tan solid, provided that cyclisation of the crude glutaramic acid was carried out in commercial 4M HCl in 1,4-dioxane at reflux for 0.5 h.

Sources & evidence

ORD record
ord-dabf688d51514b0d9befad35dbe33581
Source dataset
uspto-grants-2014_12
Patent number
US08912186B2

Reaction notes

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