Trifluoroacetic acid → HCID 178482366, compound

HRID 252638Notes

Reaction equation

HRID 252638 reaction equation
C(N(C(C)(C)C)C(=O)O)(C)(C)C.[CH3:13][NH:14][C:15]1[N:20]=[C:19]([C:21]2[C:22]([O:27][C:28]3[CH:33]=[CH:32][C:31]([NH:34][C:35]([NH2:37])=[NH:36])=[CH:30][CH:29]=3)=[N:23][CH:24]=[CH:25][CH:26]=2)[CH:18]=[CH:17][N:16]=1.[C:38]([OH:44])([C:40]([F:43])([F:42])[F:41])=[O:39]>C(Cl)Cl>[OH:44][C:38]([C:40]([F:43])([F:42])[F:41])=[O:39].[OH:44][C:38]([C:40]([F:43])([F:42])[F:41])=[O:39].[CH3:13][NH:14][C:15]1[N:20]=[C:19]([C:21]2[C:22]([O:27][C:28]3[CH:33]=[CH:32][C:31]([NH:34][C:35]([NH2:37])=[NH:36])=[CH:30][CH:29]=3)=[N:23][CH:24]=[CH:25][CH:26]=2)[CH:18]=[CH:17][N:16]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178449789HCID 178449789, compound

Product 1

HCID 178482366HCID 178482366, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To an orange solution of 1-(4-(3-(2-(methylamino)pyrimidin-4-yl)pyridin-2-yloxy)phenyl)guanidine bis-t-butylcarbamate (1.1 g, 2.1 mmol) in 15 mL DCM under nitrogen at 0° C. was added TFA (3.1 ml, 41 mmol). The reaction was allowed to warm to ambient temperature and was allowed to stir overnight. The reaction was concentrated in vacuo to give 1-(4-(3-(2-(methylamino)pyrimidin-4-yl)pyridin-2-yloxy)phenyl)guanidine bis-TFA salt as a brown oil, which was used without further purification. MS m/z=336 [M+H]+. Calc'd for C17H17N7O: 335.2.

Workup

  1. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-106e3029c2634b9eaee05c47b4f9620c
Source dataset
uspto-grants-2011_01
Patent number
US07868177B2

Reaction notes

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