Trifluoroacetic acid → Trifluoroacetic acid

HRID 500282Notes

Reaction equation

HRID 500282 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[C:8]([CH2:10][C:11]1([N:24]2[CH:28]=[C:27]([C:29]3[CH:30]=[N:31][C:32]4[N:33]([C:35]([CH2:38][C:39]5[CH:40]=[C:41]6[C:46](=[CH:47][CH:48]=5)[N:45]=[CH:44][CH:43]=[CH:42]6)=[CH:36][N:37]=4)[N:34]=3)[CH:26]=[N:25]2)[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1)#[N:9]>C(Cl)Cl>[N:45]1[C:46]2[C:41](=[CH:40][C:39]([CH2:38][C:35]3[N:33]4[N:34]=[C:29]([C:27]5[CH:26]=[N:25][N:24]([C:11]6([CH2:10][C:8]#[N:9])[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]6)[CH:28]=5)[CH:30]=[N:31][C:32]4=[N:37][CH:36]=3)=[CH:48][CH:47]=2)[CH:42]=[CH:43][CH:44]=1.[C:3]([OH:5])([C:2]([F:7])([F:6])[F:1])=[O:4]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67223980tert-butyl 4-(cyanomethyl)-4-{4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]-1H-pyrazol-1-yl}piperidine-1-carboxylate

Product 2

HCID 6422Trifluoroacetic acidHCID 67224951(4-{4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]-1H-pyrazol-1-yl}piperidin-4-yl)acetonitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic Acid (0.5 mL) was added to a solution of tert-butyl 4-(cyanomethyl)-4-{4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]-1H-pyrazol-1-yl}piperidine-1-carboxylate (0.015 g, 0.000027 mol) in methylene chloride (0.5 mL). The mixture was stirred at RT for 0.5 h. The volatiles were removed under reduced pressure to give the desired product as a TFA salt which was directly used in the next step without further purification. LCMS: (M+H)=450.5.

Workup

  1. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-ee24ae279f91436b815edba5126f96a5
Source dataset
uspto-grants-2010_08
Patent number
US07767675B2

Reaction notes

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