Hydrochloric Acid → HCID 59382829, compound

HRID 2355425Notes

Reaction equation

HRID 2355425 reaction equation
[NH2:1][S:2]([NH:5][CH2:6][CH2:7][CH2:8][C@:9]([C@@H:18]1[CH2:23][CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19]1)([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=1)[OH:10])(=[O:4])=[O:3].Cl>CC#N>[NH2:1][S:2]([NH:5][CH2:6][CH2:7][CH2:8][C@@:9]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=1)([C@@H:18]1[CH2:23][CH2:22][CH2:21][NH:20][CH2:19]1)[OH:10])(=[O:3])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67189782HCID 67189782, compound

Product 1

HCID 59382829HCID 59382829, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of (R)-tert-butyl 3-((S)-4-(aminosulfonylamino)-1-(3-chlorophenyl)-1-hydroxybutyl)piperidine-1-carboxylate (0.0438 g, 0.095 mmol), CH3CN (35 mL) and 2 N aq HCl (30 mL) was vigorously stirred at rt for 24 h. The solvents were removed in vacuo to give the HCl salt of (S)-4-(aminosulfonylamino)-1-(3-chlorophenyl)-1-((R)-piperidin-3-yl)butan-1-ol, which was used without further purification. LC-MS (3 min) tR=0.93 min, m/z 364, 362 (MH+), 285, 283.

Workup

  1. customThe solvents were removed in vacuo

Sources & evidence

ORD record
ord-5820b756fdfa4c7caa16a04e55564efd
Source dataset
uspto-grants-2010_07
Patent number
US07754737B2

Reaction notes

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