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Dichloromethane → 2-amino-N-propylbenzamide

HRID 1041227
Notes
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Reaction equation

HRID 1041227 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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

custom
the crude product (360 mg, 99%) was used in subsequent chemistry without further purification

Sources & evidence

ORD record
ord-3ac71c2e427d40b5917ce3ebdca7d40a
Source dataset
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08552186B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes