Methanesulfonyl chloride → HCID 58958827, compound

HRID 1172604Notes

Reaction equation

HRID 1172604 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:8]([C:15]2[C:24]3[C:19](=[CH:20][C:21]([O:25][CH2:26][CH2:27][OH:28])=[CH:22][CH:23]=3)[N:18]=[CH:17][CH:16]=2)=[C:9]2[CH2:14][CH2:13][CH2:12][N:10]2[N:11]=1.[CH3:29][S:30](Cl)(=[O:32])=[O:31]>N1C=CC=CC=1>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:8]([C:15]2[C:24]3[C:19](=[CH:20][C:21]([O:25][CH2:26][CH2:27][O:28][S:30]([CH3:29])(=[O:32])=[O:31])=[CH:22][CH:23]=3)[N:18]=[CH:17][CH:16]=2)=[C:9]2[CH2:14][CH2:13][CH2:12][N:10]2[N:11]=1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 17980603700874-74-4

Product 1

HCID 58958827HCID 58958827, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Stir a solution of 2-[4-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinolin-7-yloxy]-ethanol (293 mg, 0.78 mmol) and methane sulfonyl chloride (68 μL, 0.81 ml) in dried pyridine (5 mL) for 2 hours. Remove the pyridine in vacuo and recover the residue with chloroform. Wash the organic layer with saturated sodium bicarbonate and dry over sodium sulfate to give the desired subtitled intermediate as a white foam (425 mg, 100%). MS ES+ m/e 451.1 (M+1).

Workup

  1. customRemove the pyridine in vacuo
  2. customrecover the residue with chloroform
  3. washWash the organic layer with saturated sodium bicarbonate
  4. dry with materialdry over sodium sulfate

Sources & evidence

ORD record
ord-81ca455eb772452dae30e82b0c30d09d
Source dataset
uspto-grants-2010_11
Patent number
US07834029B2

Reaction notes

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