Pyridine → HCID 87605495, compound

HRID 1726024Notes

Reaction equation

HRID 1726024 reaction equation
[CH2:1]([C:3]1[C:4]([O:29][CH3:30])=[C:5]([C:10]([NH:13][S:14]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=2[CH2:24][CH2:25][CH2:26][CH2:27][OH:28])(=[O:16])=[O:15])=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])[CH3:2].[CH3:31][S:32](Cl)(=[O:34])=[O:33].N1C=CC=CC=1>ClCCl>[CH2:1]([C:3]1[C:4]([O:29][CH3:30])=[C:5]([C:10]([NH:13][S:14]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=2[CH2:24][CH2:25][CH2:26][CH2:27][O:28][S:32]([CH3:31])(=[O:34])=[O:33])(=[O:16])=[O:15])=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])[CH3:2]

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 68864135HCID 68864135, compound

Product 1

HCID 87605495HCID 87605495, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of Example 615C (288 mg, 0.66 mmol), methanesulfonyl chloride (188 mg, 1.64 mmol) and pyridine (104 mg, 1.32 mmol) in dichloromethane (5 mL) was stirred at ambient temperature overnight. Dichloromethane (20 mL) was added and the solution was washed with 1N HCl (2×10 mL) and brine (2×10 mL). The solution was then dried (MgSO4), filtered, and concentrated to provide the desired product (0.33 g, 97%).

Workup

  1. washthe solution was washed with 1N HCl (2×10 mL) and brine (2×10 mL)
  2. dry with materialThe solution was then dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-d3fce432d8364cda8a7b46bd35829629
Source dataset
uspto-grants-2009_02
Patent number
US07491718B2

Reaction notes

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