Water → HCID 86632433, compound

HRID 1878627Notes

Reaction equation

HRID 1878627 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][CH2:10][OH:11])[CH:5]=[N:6][CH:7]=1.[CH3:12][S:13](Cl)(=[O:15])=[O:14].O>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][CH2:10][O:11][S:13]([CH3:12])(=[O:15])=[O:14])[CH:5]=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 242291823-(5-Bromopyridin-3-yl)prop-2-yn-1-ol2×

Product 1

HCID 86632433HCID 86632433, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-(5-Bromo-pyridin-3-yl)-prop-2-yn-1-ol (Intermediate 218) (1 eq, 2.41 mmol, 510 mg) is dissolved in DCM (5 ml), then TEA (1.5 eq, 3.61 mmol, 0.5 ml) and methanesulfonyl chloride (1.5 eq, 3.61 mmol, 0.28 ml) are added. The resulting mixture is stirred for 30 min at r.t. After addition of water the layers are separated, and the organic layer is dried with MgSO4, filtered, and concentrated under reduced pressure giving the title compound.

Workup

  1. customare separated
  2. dry with materialthe organic layer is dried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a4fd545fd7784c1ba9cd5b6db5c04699
Source dataset
uspto-grants-2012_11
Patent number
US08314112B2

Reaction notes

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