Acetyl chloride → HCID 70980521, compound

HRID 1475461Notes

Reaction equation

HRID 1475461 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[Br:5][C:6]1[CH:14]=[C:13]2[C:9]([C:10]([CH3:21])([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:11][NH:12]2)=[CH:8][CH:7]=1>C(Cl)Cl>[Br:5][C:6]1[CH:14]=[C:13]2[C:9]([C:10]([CH3:21])([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:11][N:12]2[C:1](=[O:3])[CH3:2])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 86724027HCID 86724027, compound

Product 1

HCID 70980521HCID 70980521, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetyl chloride (163 μL, 2.29 mmol) and TEA (313 μL, 2.29 mmol) were added to a solution of 6-bromo-3-methyl-3-phenyl-2,3-dihydro-1H-indole (600 mg, 2.1 mmol) in DCM (20 mL) at 0° C. The reaction was stirred for 45 minutes at room temperature and then quenched with 1 M aqueous HCl and extracted with EtOAc. The organic phase was dried over MgSO4 and concentrated in vacuo to give the title compound (660 mg) as a yellow solid. MS: [M+H]+=330.

Workup

  1. customquenched with 1 M aqueous HCl
  2. extractionextracted with EtOAc
  3. dry with materialThe organic phase was dried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-74a6f89a3703455f8c78ab25d0e12280
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

Loading…