Hydrochloric Acid → HCID 59756971, compound
Reaction equation
[CH2:1]([O:3][C:4](=[O:26])[CH:5]([C:9]1([S:22][CH2:23][CH2:24][OH:25])[CH2:14][CH2:13][N:12]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:11][CH2:10]1)[NH:6]C=O)[CH3:2].Cl>C(O)C>[NH2:6][CH:5]([C:9]1([S:22][CH2:23][CH2:24][OH:25])[CH2:14][CH2:13][N:12]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:11][CH2:10]1)[C:4]([O:3][CH2:1][CH3:2])=[O:26]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Ethyl{1-benzyl-4-[(2-hydroxyethyl)sulfanyl]-4-piperidinyl}(formylamino)-acetate (2.8 g, 7.3 mmol) was dissolved in 50 ml of ethanol and 5N hydrochloric acid (4 ml) and refluxed for 2 h. The reaction mixture was then concentrated to dryness to provide ethyl amino{1-benzyl-4-[(2-hydroxyethyl)sulfanyl]-4-piperidinyl}acetate as a brown oil which was used for the next step with out purification. Yield: 3.0 g (quantitative); Electrospray Mass Spec: 353 (M+H)+.
Workup
- concentrationThe reaction mixture was then concentrated to dryness
Sources & evidence
- ORD record
- ord-2786cbac30de4aa9b53bf3408256f712
- Source dataset
- uspto-grants-2001_05
- Patent number
- US06225311B1
Reaction notes
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