Citric Acid → HCID 57860901, compound
Reaction equation
C(O)(=O)CC(CC(O)=O)(C(O)=O)O.C(O[N:19]1[CH2:24][CH2:23][CH:22]([O:25][C:26]2[CH:50]=[C:49]([N:51]3[CH2:56][CH2:55][CH:54]([OH:57])[CH2:53][CH2:52]3)[CH:48]=[CH:47][C:27]=2[C:28]([NH:30][C:31]2[CH:46]=[CH:45][CH:44]=[CH:43][C:32]=2[C:33]([NH:35][C:36]2[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][N:37]=2)=[O:34])=[O:29])[CH2:21][C:20]1=C=O)(C)(C)C.FC1C=CC(C(NC2C=CC=CC=2C(NC2C=CC(Cl)=CN=2)=O)=O)=C(OC2CCN([C:93]([O:95][C:96]([CH3:99])([CH3:98])[CH3:97])=[O:94])CC2)C=1.OC1CCNCC1>>[C:96]([O:95][C:93]([N:19]1[CH2:20][CH2:21][CH:22]([O:25][C:26]2[CH:50]=[C:49]([N:51]3[CH2:52][CH2:53][CH:54]([OH:57])[CH2:55][CH2:56]3)[CH:48]=[CH:47][C:27]=2[C:28]([NH:30][C:31]2[CH:46]=[CH:45][CH:44]=[CH:43][C:32]=2[C:33]([NH:35][C:36]2[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][N:37]=2)=[O:34])=[O:29])[CH2:23][CH2:24]1)=[O:94])([CH3:99])([CH3:98])[CH3:97]Participants
5
Procedure
Using methods substantially equivalent to those described in Example 4-F except that the workup used saturated aqueous citric acid instead of water, 2-[2-(1-tert-butoxy-carbonylpiperidin-4-yloxy)-4-(4-hydroxypiperidin-1-yl)benzoylamino]-N-(5-chloro-pyridin-2-yl)benzamide (196 mg, 0.30 mmol, 39%) was prepared from 2-[4-fluoro-2-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzoylamino]-N-(5-chloropyridin-2-yl)-benzamide and 4-hydroxypiperidine.
Sources & evidence
- ORD record
- ord-a05bcbcbed434a04a5a04279b8c81db7
- Source dataset
- uspto-grants-2010_04
- Patent number
- US07700628B2
Reaction notes
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