Hydrochloric Acid → HCID 69082274, compound

HRID 594364Notes

Reaction equation

HRID 594364 reaction equation
CC(C)(S([NH:6][CH:7]([C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][C:16]=1[O:25][CH3:26])[CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])=O)C.Cl.O1CCOCC1>CO>[NH2:6][CH:7]([C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][C:16]=1[O:25][CH3:26])[CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 69082394Methyl 5-(1,1-dimethylethylsulfinamido)-5-(2-methoxynaphthalen-1-yl)pentanoate

Product 1

HCID 69082274HCID 69082274, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A cooled (0° C.) solution of methyl 5-(1,1-dimethylethylsulfinamido)-5-(2-methoxynaphthalen-1-yl)pentanoate (0.268 g; 0.68 mmol) in MeOH (5 ml) was treated dropwise with a solution of 4 M HCl in 1,4-dioxane (0.35 ml; 1.40 mmol). The resulting mixture was further stirred at 0° C., under nitrogen, for 10 min., and then at rt for 1 h. The reaction mixture was then concentrated to dryness under reduced pressure and the oily residue was further dried under HV to give the chlorhydrate salt of methyl 5-amino-5-(2-methoxynaphthalen-1-yl)pentanoate. LC-MS (conditions A): tR=0.55 min. and [M+H]+: 288.16 g/mol.

Workup

  1. waitat rt for 1 h
  2. concentrationThe reaction mixture was then concentrated to dryness under reduced pressure
  3. customthe oily residue was further dried under HV

Sources & evidence

ORD record
ord-f3b71ffcc1af49688667c8bcd31aa0b3
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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