Triethylamine → HCID 67372689, compound

HRID 1676972Notes

Reaction equation

HRID 1676972 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:13])=[O:12])[C:6]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:5]2[S:25](Cl)(=[O:27])=[O:26].[CH2:29]([N:31](CC)CC)C.Cl.CN>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:13])=[O:12])[C:6]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:5]2[S:25]([NH:31][CH3:29])(=[O:27])=[O:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 6364545Methylamine hydrochlorideHCID 22401482ethyl 5-chloro-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylate

Product 1

HCID 67372689HCID 67372689, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ethyl 5-chloro-3-(chlorosulfonyl)-1-(phenylsulfonyl)1H-indole-2-carboxylate (101 mg, 0.219 mmol) in 2 mL of dichloromethane was added triethylamine (0.157 mL, 1.09 mmol), followed by methylamine hydrochloride(44 mg, 0.66 mmol). After one hour, the mixture was partitioned between 100 mL of EtOAc and 100 mL of saturated aqueous NH4Cl solution. The organic phase was washed with brine, dried with Na2SO4, filtered, and concentrated in vacuo to give the titled product. ESI+MS: 457.0 [M+H]−.

Workup

  1. customthe mixture was partitioned between 100 mL of EtOAc and 100 mL of saturated aqueous NH4Cl solution
  2. washThe organic phase was washed with brine
  3. dry with materialdried with Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-51d1cba6a351426680cce15535056370
Source dataset
uspto-grants-2011_08
Patent number
US08008295B2

Reaction notes

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