Trifluoroacetic acid → (S)-2-(1-aminoethyl)-5-chloro-3-phenylquinazolin-4(3H)-one 2,2,2-trifluoroacetic acid salt

HRID 571998Notes

Reaction equation

HRID 571998 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[C:11](=[O:35])[N:12]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:13]([C@@H:19]([NH:21]C(=O)OC(C)(C)C)[CH3:20])=[N:14]2>ClCCl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:21][C@H:19]([C:13]1[N:12]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:11](=[O:35])[C:10]2[C:15](=[CH:16][CH:17]=[CH:18][C:9]=2[Cl:8])[N:14]=1)[CH3:20]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86686186HCID 86686186, compound

Product 1

HCID 86723622(S)-2-(1-aminoethyl)-5-chloro-3-phenylquinazolin-4(3H)-one 2,2,2-trifluoroacetic acid salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (3 mL) was added to a solution of (5)-tert-butyl 1-(5-chloro-4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)ethylcarbamate (1 g, 2.5 mmol) in dichloromethane (3 mL). The resultant was stirred at room temperature for 3 hours. The solvents was removed in vacuuo to afford (S)-2-(1-aminoethyl)-5-chloro-3-phenylquinazolin-4(3H)-one 2,2,2-trifluoroacetic acid salt. ES/MS m/z=300.1 (M+H+).

Workup

  1. customThe solvents was removed in vacuuo

Sources & evidence

ORD record
ord-d6b6123823f94c0a83da0130fb569756
Source dataset
uspto-grants-2015_05
Patent number
US09029384B2

Reaction notes

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