4-[(2-phenylbenzoyl)amino]benzoic Acid → (3aR)-5-[4-[(2-Phenylbenzoyl) Amino]Benzoyl]-1,2,3,3a,4,5-Hexahydro-Pyrrolo[1,2-a]Quinoxaline

HRID 1976245Notes

Reaction equation

HRID 1976245 reaction equation
[CH2:1]1[N:5]2[C:6]3[C:11]([NH:12][CH2:13][C@H:4]2[CH2:3][CH2:2]1)=[CH:10][CH:9]=[CH:8][CH:7]=3.[C:14]1([C:20]2[CH:37]=[CH:36][CH:35]=[CH:34][C:21]=2[C:22]([NH:24][C:25]2[CH:33]=[CH:32][C:28]([C:29](O)=[O:30])=[CH:27][CH:26]=2)=[O:23])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[C:14]1([C:20]2[CH:37]=[CH:36][CH:35]=[CH:34][C:21]=2[C:22]([NH:24][C:25]2[CH:26]=[CH:27][C:28]([C:29]([N:12]3[C:11]4[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=4)[N:5]4[CH2:1][CH2:2][CH2:3][C@@H:4]4[CH2:13]3)=[O:30])=[CH:32][CH:33]=2)=[O:23])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 105435024-[(2-phenylbenzoyl)amino]benzoic AcidHCID 40639603(R)-1,2,3,3A,4,5-hexahydropyrrolo[1,2-a]quinoxaline

Product 1

HCID 59954337(3aR)-5-[4-[(2-Phenylbenzoyl) Amino]Benzoyl]-1,2,3,3a,4,5-Hexahydro-Pyrrolo[1,2-a]QuinoxalineYield 57.8%

Procedure

The same procedures used in Example 1 were repeated using (3aR)-1,2,3,3a,4,5-hexahydro-pyrrolo[1,2-a]quinoxaline prepared in Reference Example 15 and 4-[(2-phenylbenzoyl)amino]benzoic acid to give the title compound after recrystallization from dioxane-hexane. Yield 57.8%.

Sources & evidence

ORD record
ord-253f2d8cdf2b4349aea55454476a3c7a
Source dataset
uspto-grants-2001_05
Patent number
US06225306B1

Reaction notes

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