4-[(2-phenylbenzoyl)amino]benzoic Acid → HCID 12042762, compound

HRID 1976257Notes

Reaction equation

HRID 1976257 reaction equation
[CH2:1]1[C@H:5]2[CH2:6][NH:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[CH2:10][N:4]2[CH2:3][CH2:2]1.[C:15]1([C:21]2[CH:38]=[CH:37][CH:36]=[CH:35][C:22]=2[C:23]([NH:25][C:26]2[CH:34]=[CH:33][C:29]([C:30](O)=[O:31])=[CH:28][CH:27]=2)=[O:24])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[C:15]1([C:21]2[CH:38]=[CH:37][CH:36]=[CH:35][C:22]=2[C:23]([NH:25][C:26]2[CH:27]=[CH:28][C:29]([C:30]([N:7]3[C:8]4[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=4[CH2:10][N:4]4[CH2:3][CH2:2][CH2:1][C@H:5]4[CH2:6]3)=[O:31])=[CH:33][CH:34]=2)=[O:24])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 105435024-[(2-phenylbenzoyl)amino]benzoic AcidHCID 11858760HCID 11858760, compound

Product 1

HCID 12042762HCID 12042762, compound

Procedure

The same procedures used in Example 25 were repeated using (11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine prepared in Reference Example 28 and 4-[(2-phenylbenzoyl)amino]benzoic acid to give (11aS)-10-[4-[(2-phenylbenzoyl)amino]benzoyl]-1,2,3,10,11, 11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine. The resulting (11aS)-10-[4-[(2-phenylbenzoyl)amino]benzoyl]-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine was dissolved in ethyl acetate, a 4N hydrochloric acid-ethyl acetate solution was added thereto, the resulting precipitates were recovered through filtration and washed with a small amount of ethyl acetate to thus give the title compound. Yield 62.4%.

Sources & evidence

ORD record
ord-4b20a95a4bd846a3a35ccfc68446e373
Source dataset
uspto-grants-2001_05
Patent number
US06225306B1

Reaction notes

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