Methanesulfonyl chloride → HCID 10160626, compound

HRID 1348929Notes

Reaction equation

HRID 1348929 reaction equation
[C:1]([N:4]1[C:13]2[CH:12]=[CH:11][C:10]([NH2:14])=[CH:9][C:8]=2[C:7]2[N:15]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)[N:16]=[C:17]([C:18]([NH2:20])=[O:19])[C:6]=2[CH2:5]1)(=[O:3])[CH3:2].[CH3:28][S:29](Cl)(=[O:31])=[O:30]>N1C=CC=CC=1>[C:1]([N:4]1[C:13]2[CH:12]=[CH:11][C:10]([NH:14][S:29]([CH3:28])(=[O:31])=[O:30])=[CH:9][C:8]=2[C:7]2[N:15]([C:21]3[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=3)[N:16]=[C:17]([C:18]([NH2:20])=[O:19])[C:6]=2[CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 9969088HCID 9969088, compound

Product 1

HCID 10160626HCID 10160626, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The material from step 3 of Example 24 (1 g, 0.0027 mol) was combined with methane sulfonyl chloride (345 mg, 0.003 mol) in 10 mL pyridine. The mixture was stirred at room temperature, under argon, for 3 hours. The reaction was then concentrated in vacuo. The resulting solid was washed with water and diethyl ether, and was then air dried to give the desired as a tan solid. 950 mg. (MW=443.46, 79% yield). LC/MS m/z=444 (m+1).

Workup

  1. concentrationThe reaction was then concentrated in vacuo
  2. washThe resulting solid was washed with water and diethyl ether
  3. customair dried
  4. customto give the

Sources & evidence

ORD record
ord-027c0ab821294442830eb3579265e64d
Source dataset
uspto-grants-2007_05
Patent number
US07211597B2

Reaction notes

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