Water → HCID 86653865, compound

HRID 2040570Notes

Reaction equation

HRID 2040570 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][OH:14])=[CH:9][CH:8]=1.CCN(C(C)C)C(C)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26].O>C(Cl)Cl>[CH3:24][S:25]([O:14][CH2:13][C:10]1[CH:9]=[CH:8][C:7]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][N:1]=2)=[CH:12][CH:11]=1)(=[O:27])=[O:26]

Participants

6

Reactant 4

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 22631039545421-49-6

Product 1

HCID 86653865HCID 86653865, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (4-(pyrazin-2-yl)phenyl)methanol (40 mg, 0.22 mmol) and DIEA (56 μL, 0.32 mmol) in DCM (1 mL) was added methanesulfonyl chloride (29.5 mg, 0.258 mmol) at 0° C. The reaction mixture was stirred at that temperature for 1 h, poured into water, and extracted with DCM. The combined organics were dried and concentrated to give the title compound (50 mg) without further purification. LCMS m/z=265.1 [M+H]+.

Workup

  1. extractionextracted with DCM
  2. customThe combined organics were dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-d0d71a0b01cf43079f729580f2753cca
Source dataset
uspto-grants-2013_11
Patent number
US08580841B2

Reaction notes

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