Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 45256133, compound

HRID 1809429Notes

Reaction equation

HRID 1809429 reaction equation
[CH3:1][C:2]([C:12]1[CH:16]=[C:15]([NH:17][C:18](=[O:31])[C:19]([CH3:30])([S:21]([CH:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)(=[O:23])=[O:22])[CH3:20])[O:14][N:13]=1)([CH3:11])[CH2:3][O:4]C1CCCCO1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>C(O)C>[OH:4][CH2:3][C:2]([C:12]1[CH:16]=[C:15]([NH:17][C:18](=[O:31])[C:19]([CH3:30])([S:21]([CH:24]2[CH2:25][CH2:26][O:27][CH2:28][CH2:29]2)(=[O:23])=[O:22])[CH3:20])[O:14][N:13]=1)([CH3:11])[CH3:1]

Participants

4

Reactant 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 45111496HCID 45111496, compound

Product 1

HCID 45256133HCID 45256133, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of N-{3-[1,1-Dimethyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-isoxazol-5-yl}-2-methyl-2-(tetrahydro-pyran-4-sulfonyl)-propionamide (466 mg, 1.02 mmol) and pyridinium p-toluenesulfonate (25.5 mg, 0.102 mmol) in ethanol (5 mL) is stirred at 55° C. for 1.5 h. After this time, the reaction mixture is concentrated and then dispersed in water then filtered to provide the title compound. Yield: 81%; m/z 375 [M+H].

Workup

  1. concentrationAfter this time, the reaction mixture is concentrated
  2. additiondispersed in water
  3. filtrationthen filtered

Sources & evidence

ORD record
ord-85c94bacb0b34f4e88cdc67c31c4c00c
Source dataset
uspto-grants-2013_01
Patent number
US08362039B2

Reaction notes

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