Methanesulfonyl chloride → HCID 25256563, compound

HRID 336282Notes

Reaction equation

HRID 336282 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[F:6][C:7]1([F:36])[CH2:12][CH2:11][CH2:10][N:9]([C:13]2[CH:19]=[CH:18][C:17]([C:20]3[O:24][N:23]=[C:22]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[O:31][C:32]([F:35])([F:34])[F:33])[N:21]=3)=[CH:16][C:14]=2[NH2:15])[CH2:8]1>N1C=CC=CC=1>[F:36][C:7]1([F:6])[CH2:12][CH2:11][CH2:10][N:9]([C:13]2[CH:19]=[CH:18][C:17]([C:20]3[O:24][N:23]=[C:22]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[O:31][C:32]([F:33])([F:34])[F:35])[N:21]=3)=[CH:16][C:14]=2[NH:15][S:2]([CH3:1])(=[O:4])=[O:3])[CH2:8]1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 25256481HCID 25256481, compound

Product 1

HCID 25256563HCID 25256563, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Methanesulfonylchloride (29.23 mg; 0.26 mmol; 0.6 eq.) was added to a solution of Example 41 (75 mg; 0.43 mmol; 1 eq.) in pyridine (1 mL) and the resulting solution was stirred at room temperature for 36 hours then concentrated in vacuo. The residue was purified by column chromatography (c-hexane/ethyl acetate, 70/30) followed by crystallization from ethyl acetate/n-pentane to afford the title compound as an off-white solid.

Workup

  1. concentrationthen concentrated in vacuo
  2. customThe residue was purified by column chromatography (c-hexane/ethyl acetate, 70/30)
  3. customfollowed by crystallization from ethyl acetate/n-pentane

Sources & evidence

ORD record
ord-f5a6c27c8dfe417ebcfd4b4dc48eaf81
Source dataset
uspto-grants-2014_11
Patent number
US08889668B2

Reaction notes

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