Trifluoroacetic acid → HCID 59250098, compound

HRID 2191506Notes

Reaction equation

HRID 2191506 reaction equation
C(OC(=O)[N:7]([CH2:24][CH3:25])[CH2:8][CH2:9][N:10]1[CH2:16][CH2:15][CH2:14][C:13]2[NH:17][C:18]([CH:21]=[O:22])=[C:19]([CH3:20])[C:12]=2[C:11]1=[O:23])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH2:24]([NH:7][CH2:8][CH2:9][N:10]1[CH2:16][CH2:15][CH2:14][C:13]2[NH:17][C:18]([CH:21]=[O:22])=[C:19]([CH3:20])[C:12]=2[C:11]1=[O:23])[CH3:25]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59250103HCID 59250103, compound

Product 1

HCID 59250098HCID 59250098, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl-[2-(2-formyl-3-methyl-4-oxo-4,6,7,8-tetrahydro-1H-pyrrolo[3,2-c]azepin-5-yl)-ethyl]-carbamic acid tert-butyl ester 62f (43 mg, 0.118 mmol) was dissolved in 10 ml of dichloromethane under stirring, and added with trifluoroacetic acid (272 μl, 3.55 mmol) to the solution and stirred for 15 minutes in an ice-water bath. After thin lay chromatography showed the disappearance of starting materials, the reaction mixture was concentrated under reduced pressure to obtain the title compound 5-(2-ethylamino-ethyl)-3-methyl-4-oxo-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehyde 62j to be used directly in the next step.

Workup

  1. stirringstirred for 15 minutes in an ice-water bath
  2. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5a6db3b8f7b7497c9081febb8524f9bf
Source dataset
uspto-grants-2012_12
Patent number
US08329682B2

Reaction notes

Loading…