Hydrochloric Acid → HCID 59382838, compound

HRID 2266201Notes

Reaction equation

HRID 2266201 reaction equation
[CH3:1][NH:2][C:3]([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].Cl>CC#N>[Cl:17][C:13]1[CH:12]=[C:11]([C@@:9]([OH:10])([C@@H:18]2[CH2:23][CH2:22][CH2:21][NH:20][CH2:19]2)[CH2:8][CH2:7][CH2:6][NH:5][C:3]([NH:2][CH3:1])=[O:4])[CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67190980HCID 67190980, compound

Product 1

HCID 59382838HCID 59382838, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of (R)-tert-butyl 3-((S)-4-(methylaminocarbonylamino)-1-(3-chlorophenyl)-1-hydroxybutyl)piperidine-1-carboxylate, CH3CN (20 mL) and 2 N aq HCl (15 mL) was vigorously stirred at rt for 2 d. The solvents were removed in vacuo to give the HCl salt of 1-((S)-4-(3-chlorophenyl)-4-hydroxy-4-((R)-piperidin-3-yl)butyl)-3-methylurea, which was used without further purification. LC-MS (3 min) tR=0.93 min, m/z 342, 340 (M+H+).

Workup

  1. customThe solvents were removed in vacuo

Sources & evidence

ORD record
ord-c2762f521f344546abbd152e788cb8ec
Source dataset
uspto-grants-2010_12
Patent number
US07858624B2

Reaction notes

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