Water → HCID 67126384, compound

HRID 1043077Notes

Reaction equation

HRID 1043077 reaction equation
Cl.Cl.[O:3]1[CH2:8][CH2:7][CH:6]([N:9]2[CH2:14][CH2:13][CH:12]([NH2:15])[CH2:11][CH2:10]2)[CH2:5][CH2:4]1.O.C(N(CC)CC)C.Cl[C:25]1[CH:30]=[CH:29][C:28]([S:31]([NH2:34])(=[O:33])=[O:32])=[CH:27][C:26]=1[N+:35]([O-:37])=[O:36]>O1CCOCC1>[N+:35]([C:26]1[CH:27]=[C:28]([S:31]([NH2:34])(=[O:32])=[O:33])[CH:29]=[CH:30][C:25]=1[NH:15][CH:12]1[CH2:13][CH2:14][N:9]([CH:6]2[CH2:5][CH2:4][O:3][CH2:8][CH2:7]2)[CH2:10][CH2:11]1)([O-:37])=[O:36]

Participants

6

Reactant 4

HCID 962WaterHCID 73244-Chloro-3-nitrobenzenesulfonamideHCID 8471TriethylamineHCID 451567511-(Oxan-4-yl)piperidin-4-amine dihydrochloride

Product 1

HCID 67126384HCID 67126384, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of EXAMPLE 49B (22.12 g), water (43 mL), and triethylamine (43.6 mL) in 1,4-dioxane (300 mL) was stirred at room temperature until EXAMPLE 49B completely dissolved. The solution was then treated with 4-chloro-3-nitrobenzenesulfonamide (20.3 g), heated at 90° C. for 16 hours, cooled and concentrated. 10% Methanol in dichloromethane was added, and the solution was stirred vigorously at room temperature until a fine suspension existed and then the mixture was filtered.

Workup

  1. dissolutioncompletely dissolved
  2. temperaturecooled
  3. concentrationconcentrated
  4. addition10% Methanol in dichloromethane was added
  5. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-ecb768994d8841958612b1ef64118a30
Source dataset
uspto-grants-2013_10
Patent number
US08557983B2

Reaction notes

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