Trifluoroacetic acid → HCID 86654353, compound

HRID 339690Notes

Reaction equation

HRID 339690 reaction equation
C(OC(=O)[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:16]=[C:17]([F:34])[CH:18]=[C:19]3[C:24]=2[N:23]=[C:22]([C:25]2[N:29]4[CH:30]=[CH:31][CH:32]=[CH:33][C:28]4=[N:27][N:26]=2)[CH:21]=[CH:20]3)[CH2:11][CH2:10]1)(C)(C)C.[C:36]([OH:42])([C:38]([F:41])([F:40])[F:39])=[O:37]>C(Cl)Cl>[F:39][C:38]([F:41])([F:40])[C:36]([OH:42])=[O:37].[F:39][C:38]([F:41])([F:40])[C:36]([OH:42])=[O:37].[N:27]1[N:26]=[C:25]([C:22]2[CH:21]=[CH:20][C:19]3[C:24](=[C:15]([N:12]4[CH2:13][CH2:14][CH:9]([CH2:8][NH2:7])[CH2:10][CH2:11]4)[CH:16]=[C:17]([F:34])[CH:18]=3)[N:23]=2)[N:29]2[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=12

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86654352HCID 86654352, compound

Product 1

HCID 86654353HCID 86654353, compoundYield 56.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl(1-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-yl)piperidin-4-yl)methylcarbamate (97 mg, 0.204 mmol) was weighed into a flask and dissolved in 10 mL of anhydrous DCM. TFA (314 μL, 4.07 mmol) was added and the reaction was stirred at ambient temperature for 1 hour. The reaction was concentrated in vacuo, followed by trituration with anhydrous Et2O, affording the desired product (43 mg, 0.114 mmol, 56.1% yield) as a yellow solid. APCI (+) m/z 377 (M+1) detected.

Workup

  1. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-dca2a72080804f6a80e70aecaa9d83c1
Source dataset
uspto-grants-2014_11
Patent number
US08895550B2

Reaction notes

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