HCID 15389740, compound → HCID 178441176, compound
Reaction equation
[ClH:1].CC(C1C=C(C=C(C(C)(C)C)C=1O)C(N[C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19]([C:21]2[S:22][CH:23]=[CH:24][CH:25]=2)=[NH:20])=[CH:14][CH:13]=1)=O)(C)C.NC1C=CC([C:41]([NH:43][NH:44][C:45]([NH:47][C:48]2[CH:53]=[C:52]([C:54]([CH3:57])([CH3:56])[CH3:55])[C:51]([OH:58])=[C:50]([C:59]([CH3:62])([CH3:61])[CH3:60])[CH:49]=2)=[O:46])=[O:42])=CC=1.CC(C1C=C(C=C(C(C)(C)C)C=1O)C(NC1C=CC(N)=CC=1)=O)(C)C>>[ClH:1].[CH3:57][C:54]([C:52]1[CH:53]=[C:48]([NH:47][C:45]([NH:44][NH:43][C:41]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]([C:21]3[S:22][CH:23]=[CH:24][CH:25]=3)=[NH:20])=[CH:14][CH:13]=2)=[O:42])=[O:46])[CH:49]=[C:50]([C:59]([CH3:60])([CH3:61])[CH3:62])[C:51]=1[OH:58])([CH3:55])[CH3:56]Participants
4
Procedure
The experimental protocol used is the same as that described for compound 1, with N-[(4-aminophenyl) carbonylamino] —N′-[3,5-bis- (1,1-dimethylethyl)-4-hydroxy phenyl]-urea replacing the 3,5-bis-(1,1-dimethylethyl)-4-hydroxy-N-(4-aminophenyl)-benzamide. The free base is purified on a silica column (eluant: heptane/ethyl acetate: 1/1). The pure fractions are collected and concentrated under reduced pressure. The evaporation residue is diluted in 15 ml of acetone and salified with a molar solution of HCl in anhydrous ether, as described previously. 0.40 g (58%) of a yellow powder is obtained. Melting point: 254-255° C.
Workup
- customThe free base is purified on a silica column (eluant: heptane/ethyl acetate: 1/1)
- customThe pure fractions are collected
- concentrationconcentrated under reduced pressure
- additionThe evaporation residue is diluted in 15 ml of acetone
Sources & evidence
- ORD record
- ord-51eb75e3d3f74b2297c4f67969b32cfa
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07122535B2
Reaction notes
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