Methanesulfonyl chloride → HCID 20231630, compound

HRID 2290669Notes

Reaction equation

HRID 2290669 reaction equation
O[CH:2]1[CH2:7][O:6][C:5]2[CH:8]=[CH:9][C:10]([C:13](=[O:15])[CH3:14])=[C:11]([OH:12])[C:4]=2[CH2:3]1.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>N1C=CC=CC=1>[C:13]([C:10]1[CH:9]=[CH:8][C:5]2[O:6][CH2:7][CH:2]([S:17]([CH3:16])(=[O:19])=[O:18])[CH2:3][C:4]=2[C:11]=1[OH:12])(=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 13745942HCID 13745942, compound

Product 1

HCID 20231630HCID 20231630, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The compound of Example 8 (250 mg) was dissolved in dry pyridine (5 ml) and cooled to 0°. Methanesulfonylchloride (100 μl) was added to the stirred solution, which warmed to room temperature and stirred for 16 hours. The pyridine was removed in vacuo and the residue was partitioned between ethyl acetate and water. The organic phase was washed with dilute acid, water, dried and evaporated to afford the title compound, m.p. 158°-162°.

Workup

  1. temperaturecooled to 0°
  2. customThe pyridine was removed in vacuo
  3. customthe residue was partitioned between ethyl acetate and water
  4. washThe organic phase was washed
  5. additionwith dilute acid, water
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-261024d410e94423aefeaa6f2fbfc919
Source dataset
uspto-grants-1986_10
Patent number
US04617407

Reaction notes

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