Triethylamine → 4-(1-Benzyl-piperidin-4-yl)-1-(5-isopropyl-2,4-bismethoxymethoxy-benzoyl) thiosemicarbazide
Reaction equation
C(N(CC)CC)C.[C:8](Cl)(Cl)=[S:9].[NH2:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:15][CH2:14]1.[CH:26]([C:29]1[C:30]([O:43][CH2:44][O:45][CH3:46])=[CH:31][C:32]([O:39][CH2:40][O:41][CH3:42])=[C:33]([CH:38]=1)[C:34]([NH:36][NH2:37])=[O:35])([CH3:28])[CH3:27]>O1CCCC1>[CH2:19]([N:16]1[CH2:17][CH2:18][CH:13]([NH:12][C:8](=[S:9])[NH:37][NH:36][C:34](=[O:35])[C:33]2[CH:38]=[C:29]([CH:26]([CH3:28])[CH3:27])[C:30]([O:43][CH2:44][O:45][CH3:46])=[CH:31][C:32]=2[O:39][CH2:40][O:41][CH3:42])[CH2:14][CH2:15]1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
Tetrahydrofuran (5 mL), triethylamine (0.086 mL, 1.25 mmol), thiophosgene (0.042 mL, 0.55 mmol) and 4-amino-1-benzyl-piperidine (0.112 mL, 0.55 mmol) were placed in a 10 mL eggplant shaped flask and stirred at room temperature for 2 hours, and then 5-isopropyl-2,4-bis-methoxymethoxy-benzoic acid hydrazide (IM4-a, 149 mg, 0.5 mmol) was added. The reaction mixture was stirred at room temperature for 24 hours. After completing the reaction, the reaction mixture was concentrated under reduced pressure. The residue obtained was subjected to the next reaction without further purification.
Workup
- stirringThe reaction mixture was stirred at room temperature for 24 hours
- customthe reaction
- concentrationthe reaction mixture was concentrated under reduced pressure
- customThe residue obtained
- customwas subjected to the next reaction without further purification
Sources & evidence
- ORD record
- ord-fc75e59c4b6043248bc09bb126f8ee7e
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08399464B2
Reaction notes
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