Reaction equation
[N:1]1([C:7]2[CH:31]=[CH:30][C:10]([C:11]([NH:13][C:14]3[CH:29]=[CH:28][CH:27]=[CH:26][C:15]=3[C:16]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][N:20]=3)=[O:17])=[O:12])=[C:9]([O:32][CH:33]3[CH2:38][CH2:37][N:36](C(OC(C)(C)C)=O)[CH2:35][CH2:34]3)[CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1>C(O)(C(F)(F)F)=O>[Cl:25][C:22]1[CH:23]=[CH:24][C:19]([NH:18][C:16](=[O:17])[C:15]2[CH:26]=[CH:27][CH:28]=[CH:29][C:14]=2[NH:13][C:11](=[O:12])[C:10]2[CH:30]=[CH:31][C:7]([N:1]3[CH2:2][CH2:3][O:4][CH2:5][CH2:6]3)=[CH:8][C:9]=2[O:32][CH:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)=[N:20][CH:21]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
The 2-[4-(morpholin-4-yl)-2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-benzoylamino]-N-(5-chloropyridin-2-yl)benzamide (164 mg, 0.26 mmol) was dissolved in TFA (3 mL). After 5 minutes, the reaction was concentrated in vacuo. The residue was diluted with methylene chloride (100 mL) and washed with saturated aqueous sodium carbonate. The organic layer was dried over sodium sulfate, filtered, and concentrated to give the desired product (138 mg, 0.26 mmol, 100%).
Workup
- concentrationthe reaction was concentrated in vacuo
- additionThe residue was diluted with methylene chloride (100 mL)
- washwashed with saturated aqueous sodium carbonate
- dry with materialThe organic layer was dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-28659d2b8566450fbd579d3fca1e141d
- Source dataset
- uspto-grants-2010_04
- Patent number
- US07700628B2
Linked notes
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