Water → HCID 87755507, compound

HRID 1793326Notes

Reaction equation

HRID 1793326 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][C:7]1[CH:8]=[C:9]2[O:16][CH2:15][CH:14]([CH2:17][OH:18])[O:13][C:10]2=[N:11][CH:12]=1.C(N(CC)CC)C.O>C(Cl)Cl>[CH3:1][S:2]([O:18][CH2:17][CH:14]1[O:13][C:10]2=[N:11][CH:12]=[C:7]([CH3:6])[CH:8]=[C:9]2[O:16][CH2:15]1)(=[O:4])=[O:3]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22020926HCID 22020926, compound

Product 1

HCID 87755507HCID 87755507, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Methanesulfonyl chloride (0.00103 mol) was added to a mixture of intermediate (39) (0.00081 mol) and triethylamine (0.0019 mol) in DCM, stirred at 0° C. The reaction mixture was stirred for 30 minutes at 0° C. Water was added. The organic layer was separated, dried, filtered and the solvent was evaporated, yielding 0.208 g of 2,3-dihydro-7-methyl-[1,4]dioxino[2,3-b]pyridine-3-methanol methanesulfonate (ester) (intermediate (40).

Workup

  1. stirringThe reaction mixture was stirred for 30 minutes at 0° C
  2. customThe organic layer was separated
  3. customdried
  4. filtrationfiltered
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-ae7b455778fa4904bb54a3c6f5dbc473
Source dataset
uspto-grants-2006_07
Patent number
US07081453B2

Reaction notes

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