Dichloromethane → 2-amino-N-propylbenzamide

HRID 1687532Notes

Reaction equation

HRID 1687532 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14](=[O:19])[NH:15][CH2:16][CH2:17][CH3:18])(C)(C)C.C(Cl)Cl.FC(F)(F)C(O)=O>>[NH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]([NH:15][CH2:16][CH2:17][CH3:18])=[O:19]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 42804303HCID 42804303, compound

Product 1

HCID 16533352-amino-N-propylbenzamide

Procedure

(2-Propylcarbamoyl-phenyl)-carbamic acid tert-butyl ester (0.570 g, 0.00205 mol) was dissolved in Methylene chloride (5.0 mL, 0.078 mol) and Trifluoroacetic Acid (3.0 mL, 0.039 mol) was added to the mixture. The reaction was allowed to stir overnight at room temperature. The reaction mixture was reduced under nitrogen and the crude product (360 mg, 99%) was used in subsequent chemistry without further purification. The excess TFA will be neutralized in the next synthetic step. LC/MS (ESI): 179.24.

Workup

  1. customthe crude product (360 mg, 99%) was used in subsequent chemistry without further purification

Sources & evidence

ORD record
ord-3229209e68594b7f8d47cb06c79df29e
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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