p-Toluenesulfonic acid → HCID 57438324, compound

HRID 1161050Notes

Reaction equation

HRID 1161050 reaction equation
C1(C)C=CC(S(O)(=O)=O)=CC=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([O:41]C2CCCCO2)[C:20]2[CH:40]=[CH:39][C:23]([CH2:24][O:25][C:26]3[CH:31]=[CH:30][C:29]([C:32](=[O:34])[CH3:33])=[C:28]([OH:35])[C:27]=3[CH2:36][CH2:37][CH3:38])=[CH:22][CH:21]=2)=[CH:15][C:14]=1[C:48]1[N:49]=[N:50][NH:51][N:52]=1>CO>[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([OH:41])[C:20]2[CH:40]=[CH:39][C:23]([CH2:24][O:25][C:26]3[CH:31]=[CH:30][C:29]([C:32](=[O:34])[CH3:33])=[C:28]([OH:35])[C:27]=3[CH2:36][CH2:37][CH3:38])=[CH:22][CH:21]=2)=[CH:15][C:14]=1[C:48]1[N:49]=[N:50][NH:51][N:52]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 57438323HCID 57438323, compound

Product 1

HCID 57438324HCID 57438324, compoundYield 94.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Add p-toluenesulfonic acid (2.00 mg, 0.012 mmol) to a solution of 1-(4-{4-[[4-fluoro-3-(2H-tetrazol-5-yl)-phenyl]-(tetrahydro-pyran-2-yloxy)-methyl]-benzyloxy}-2-hydroxy-3-propyl-phenyl)-ethanone (0.130 g, 0.232 mmol) in methanol (0.2 M) and stir for 24 h. Evaporate solvent and filter through a pad of silica gel to afford the title compound (0.100 g, 0.220 mmol, 91%): MS (m/z): 475 (M−1).

Workup

  1. filtrationEvaporate solvent and filter through a pad of silica gel

Sources & evidence

ORD record
ord-421d7ef9b87c4540bd7b71026da50283
Source dataset
uspto-grants-2010_10
Patent number
US07816523B2

Reaction notes

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