1,4-Dioxane hydrochloride → 2-[(piperidin-4-ylmethyl)-amino]-1H-benzimidazole-4-carboxylic acid (2-methoxy-ethyl)-amide
Reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C:16]2[NH:20][C:19]3[CH:21]=[CH:22][CH:23]=[C:24]([C:25](=[O:31])[NH:26][CH2:27][CH2:28][O:29][CH3:30])[C:18]=3[N:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.O1CCOCC1.Cl>CO>[CH3:30][O:29][CH2:28][CH2:27][NH:26][C:25]([C:24]1[C:18]2[N:17]=[C:16]([NH:15][CH2:14][CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[NH:20][C:19]=2[CH:21]=[CH:22][CH:23]=1)=[O:31]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
After dissolving 4-{[4-(2-methoxy-ethylcarbamoyl)-1H-benzimidazol-2-ylamino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester (1.30 g, 3.01 mmol) in methanol (1 ml), a 4N hydrogen chloride-1,4-dioxane solution (7.0 ml, 28.0 mmol) was added and the mixture was stirred at 50° C. for 1 hour. The reaction mixture was concentrated under reduced pressure and vacuum dried to obtain 2-[(piperidin-4-ylmethyl)-amino]-1H-benzimidazole-4-carboxylic acid (2-methoxy-ethyl)-amide. The compound was identified by LC-MS.
Workup
- concentrationThe reaction mixture was concentrated under reduced pressure and vacuum
- customdried
Sources & evidence
- ORD record
- ord-52d3a9e7216443758962195a7b3fb908
- Source dataset
- uspto-grants-2009_04
- Patent number
- US07517875B2
Reaction notes
Loading…