Trifluoroacetic acid → HCID 86654353, compound

HRID 1041980Notes

Reaction equation

HRID 1041980 reaction equation
[N:1]1[N:2]=[C:3]([C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[C:13]([N:21]4[CH2:26][CH2:25][CH:24]([CH2:27][NH:28]C(=O)OC(C)(C)C)[CH2:23][CH2:22]4)[CH:14]=[C:15]([F:20])[CH:16]=3)[N:11]=2)[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[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:1]1[N:2]=[C:3]([C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[C:13]([N:21]4[CH2:26][CH2:25][CH:24]([CH2:27][NH2:28])[CH2:23][CH2:22]4)[CH:14]=[C:15]([F:20])[CH:16]=3)[N:11]=2)[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=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-fluoro quinolin-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-10ff09f124d7445988c23d2a092143d3
Source dataset
uspto-grants-2013_10
Patent number
US08557809B2

Reaction notes

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