Ethanesulfonyl chloride → HCID 57635209, compound

HRID 535959Notes

Reaction equation

HRID 535959 reaction equation
[CH3:1][C:2]([CH3:28])([CH3:27])[C@H:3]([NH:8][C:9]([C:11]1[N:12]=[C:13]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:14]2[CH2:20][CH2:19][CH2:18][NH:17][CH2:16][C:15]=12)=[O:10])[C:4]([NH:6][CH3:7])=[O:5].[CH2:29]([S:31](Cl)(=[O:33])=[O:32])[CH3:30]>C(Cl)Cl>[CH3:1][C:2]([CH3:28])([CH3:27])[C@H:3]([NH:8][C:9]([C:11]1[N:12]=[C:13]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[N:14]2[CH2:20][CH2:19][CH2:18][N:17]([S:31]([CH2:29][CH3:30])(=[O:33])=[O:32])[CH2:16][C:15]=12)=[O:10])[C:4]([NH:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 11667Ethanesulfonyl chlorideHCID 57635098HCID 57635098, compound

Product 1

HCID 57635209HCID 57635209, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Compound 314 (20 mg) and TEA (15 μL) in DCM was added ethanesulfonyl chloride (10 μL). After stirring at room temperature for 1 hour, the reaction was quenched with saturated aqueous NaHCO3. The organic phase was separated and dried over anhydrous Na2SO4. Evaporation under reduced pressure gave Compound 461. LC/MS (+ESI) m/z 476.2 [M+H]+.

Workup

  1. customthe reaction was quenched with saturated aqueous NaHCO3
  2. customThe organic phase was separated
  3. dry with materialdried over anhydrous Na2SO4
  4. customEvaporation under reduced pressure

Sources & evidence

ORD record
ord-2ea6120147ed496da0f80d74f1f255fb
Source dataset
uspto-grants-2014_10
Patent number
US08859538B2

Reaction notes

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