Trifluoroacetic acid → Trifluoroacetic acid

HRID 1257934Notes

Reaction equation

HRID 1257934 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-f0bae2a45c914d669d91e3767c313fc2
Source dataset
uspto-grants-2013_06
Patent number
US08461330B2

Reaction notes

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