Trifluoroacetic acid → HCID 71208331, compound

HRID 1887783Notes

Reaction equation

HRID 1887783 reaction equation
C(NC(=O)O)(C)(C)C.C(NC(=O)O)(C)(C)C.[NH2:17][CH2:18][C:19]1[C:28](=[O:29])[C:27]2[C:22](=[CH:23][C:24]([Cl:30])=[CH:25][CH:26]=2)[N:21]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:20]=1[C:37]1[O:38][CH:39]=[CH:40][N:41]=1.[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45]>ClCCl>[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45].[NH2:17][CH2:18][C:19]1[C:28](=[O:29])[C:27]2[C:22](=[CH:23][C:24]([Cl:30])=[CH:25][CH:26]=2)[N:21]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:20]=1[C:37]1[O:38][CH:39]=[CH:40][N:41]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86675761HCID 86675761, compound

Product 1

HCID 71208331HCID 71208331, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a 10 mL round bottom flask, 3-aminomethyl-7-chloro-2-oxazol-2-yl-1-phenyl-1H-quinolin-4-one bis(tert-butyl-carbamate) (50 mg, 0.09 mmol) and trifluoroacetic acid (1 mL) were added to anhydrous dichloromethane (1 mL). The reaction mixture was stirred at room temperature for 2 hr. The mixture was concentrated to dryness to give 3-aminomethyl-7-chloro-2-oxazol-2-yl-1-phenyl-1H-quinolin-4-one trifluoroacetate salt. The intermediate was used in the next step without further purification. MS calcd. for C19H14ClN3O2 [(M+H)+] 352, obsd 352.

Workup

  1. concentrationThe mixture was concentrated to dryness

Sources & evidence

ORD record
ord-0fbeb4cb9d63443a8a7edd4da580c154
Source dataset
uspto-grants-2013_08
Patent number
US08501732B2

Reaction notes

Loading…