Trifluoroacetic acid water → Trifluoroacetic acid

HRID 2047147Notes

Reaction equation

HRID 2047147 reaction equation
C[Si](C)(C)CCOC[N:7](COCC[Si](C)(C)C)[C:8]1[N:13]2[N:14]=[CH:15][C:16]([C:17]3[CH:18]=[N:19][C:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[CH:21][CH:22]=3)=[C:12]2[N:11]=[C:10]([CH:29]2[CH2:34][CH2:33][N:32](C(OC(C)(C)C)=O)[CH2:31][CH2:30]2)[C:9]=1[C:42]#[N:43].[C:54]([OH:60])([C:56]([F:59])([F:58])[F:57])=[O:55].O>>[NH2:7][C:8]1[N:13]2[N:14]=[CH:15][C:16]([C:17]3[CH:18]=[N:19][C:20]([C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)=[CH:21][CH:22]=3)=[C:12]2[N:11]=[C:10]([CH:29]2[CH2:30][CH2:31][NH:32][CH2:33][CH2:34]2)[C:9]=1[C:42]#[N:43].[C:54]([OH:60])([C:56]([F:59])([F:58])[F:57])=[O:55]

Participants

4

Reactant 2

HCID 22392675Trifluoroacetic acid waterHCID 66737967Tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-cyano-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate

Product 2

HCID 6422Trifluoroacetic acidHCID 667388637-Amino-3-(6-phenylpyridin-3-yl)-5-(piperidin-4-yl)pyrazolo[1,5-a]pyrimidine-6-carbonitrile

Procedure

Tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-cyano-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate (190 mg) was treated with TFA/water (95:5, 3 ml) with stirring for 10 minutes. The reaction mixture was concentrated and lyophilized to yield the title compound as TFA salt.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-a017eaafbadd4a2f99d2ac8bb36f594e
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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