Hydrochloric Acid → HCID 71074723, compound

HRID 57403Notes

Reaction equation

HRID 57403 reaction equation
CC(C)(S([NH:6][C@H:7]([CH:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[CH2:11][CH2:10]1)[CH3:8])=O)C.Cl>O1CCOCC1>[CH2:18]([O:17][C:15]([N:12]1[CH2:13][CH2:14][CH:9]([C@@H:7]([NH2:6])[CH3:8])[CH2:10][CH2:11]1)=[O:16])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90413971Benzyl 4-((1S)-1-(1,1-dimethylethylsulfinamido)ethyl)piperidine-1-carboxylate

Product 1

HCID 71074723HCID 71074723, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

Benzyl 4-((1S)-1-(1,1-dimethylethylsulfinamido)ethyl)piperidine-1-carboxylate (1.825 g, 4.98 mmole) was dissolved in dioxane (10 mL) and 4N HCl in dioxane (5 mL, 1.3 eq.) was added. The mixture was stirred for 3 hours at room temperature. The solvents were removed by rotary evaption to give the title compound as ahydrochloride salt (1.3 g). 1H NMR (400 MHz, CD2Cl2) δ 8.46 (s, 2H), 7.44-7.27 (m, 5H), 5.11 (s, 2H), 4.26 (d, J=13.57 Hz, 2H), 3.24-3.12 (m, 1H), 2.86-2.61 (m, 2H), 1.99-1.86 (m, 3H), 1.38 (d, J=6.33 Hz, 3H), 1.34-1.23 (m, 2H). HRMS(C) tR=1.87 min; MS m/z 263.1760 (M+H)+

Workup

  1. customThe solvents were removed by rotary evaption

Sources & evidence

ORD record
ord-0fa0de031fa046bca15b67f62d2beb9e
Source dataset
uspto-grants-2016_09
Patent number
US09434719B2

Reaction notes

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