Hydrochloric Acid → HCID 59598477, compound

HRID 253535Notes

Reaction equation

HRID 253535 reaction equation
[CH3:1][O: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](=[O:4])[O:2][CH3:1])[CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66861414HCID 66861414, compound

Product 1

HCID 59598477HCID 59598477, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of (R)-tert-butyl 3-((S)-4-(methoxycarbonylamino)-1-(3-chlorophenyl)-1-hydroxybutyl)piperidine-1-carboxylate (0.0322 g, 0.073 mmol), obtained as described above, in CH3CN (30 mL) and 2 N aq HCl (25 mL) was vigorously stirred at rt for 24 h. The solvents were removed in vacuo to give the HCl salt of methyl (S)-4-(3-chlorophenyl)-4-hydroxy-4-((R)-piperidin-3-yl)butylcarbamate, which was used without further purification. LC-MS (3 min) tR=0.98 min, m/z 343, 341 (M+H+), 323.

Workup

  1. customobtained
  2. customThe solvents were removed in vacuo

Sources & evidence

ORD record
ord-82822dcf6fef4aa09de588cab48c0722
Source dataset
uspto-grants-2011_01
Patent number
US07872028B2

Reaction notes

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