Hydrochloric Acid → HCID 58456728, compound

HRID 2036142Notes

Reaction equation

HRID 2036142 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:26]2([F:39])[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH2:27]2)[CH:5]=[C:6]([F:25])[C:7]=1[O:8][CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][C:16]2[O:20][N:19]=[C:18]([C:21]([F:24])([F:23])[F:22])[N:17]=2)[CH2:11][CH2:10]1.Cl>ClCCl.O1CCOCC1>[F:1][C:2]1[CH:3]=[C:4]([C:26]2([F:39])[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[CH:5]=[C:6]([F:25])[C:7]=1[O:8][CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][C:16]2[O:20][N:19]=[C:18]([C:21]([F:24])([F:22])[F:23])[N:17]=2)[CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58456696HCID 58456696, compound

Product 1

HCID 58456728HCID 58456728, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of tert-butyl 4-(3,5-difluoro-4-((1-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)piperidin-4-yl)oxy)phenyl)-4-fluoropiperidine-1-carboxylate D1i in dichloromethane (5 mL) is treated with hydrogen chloride in dioxane (4 M solution; 0.1 mL, 0.4 mL). The mixture is stirred at room temperature for 1 hour and concentrated to yield 5-((4-(2,6-difluoro-4-(4-fluoropiperidin-4-yl)phenoxy)piperidin-1-yl)methyl)-3-(trifluoromethyl)-1,2,4-oxadiazole D1j (hydrochloride salt) as an oil. LCMS calcd. for C20H23F6N4O2+ ([M+H]+): 465.2, found: 465.2.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-134884d0031244219c1d0469499ac6f4
Source dataset
uspto-grants-2013_11
Patent number
US08575168B2

Reaction notes

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