Trifluoroacetic acid → 1-(2-Pyrimidinyl)piperazine

HRID 915163Notes

Reaction equation

HRID 915163 reaction equation
[N+](C1C=CC(OC(NC2SC(C3C=CC=CC=3)=CN=2)=O)=CC=1)([O-])=O.C(O)(C(F)(F)F)=O.C1(C2SC(NC(N[N:47]3[CH2:52][CH2:51][N:50]([C:53]4[N:58]=[CH:57][CH:56]=[CH:55][N:54]=4)[CH2:49][CH2:48]3)=O)=NC=2)C=CC=CC=1>>[N:54]1[CH:55]=[CH:56][CH:57]=[N:58][C:53]=1[N:50]1[CH2:51][CH2:52][NH:47][CH2:48][CH2:49]1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 113822532-(4-nitrophenoxycarbonyl)amino-5-phenylthiazoleHCID 86594443HCID 86594443, compound

Product 1

HCID 887471-(2-Pyrimidinyl)piperazine

Procedure

In a manner identical to that described above in Scheme 2, from 100 mg (0.29 mmol) of 2-(4-nitrophenoxycarbonyl)amino-5-phenylthiazole and 48 mg (0.29 mmol) of 4-(2-pyrimidinyl)piperazine was obtained the bis TFA salt of 3 as a fluffy white amorphous solid after lyophilization. H1 NMR (DMSO-d6): 3.61 (m, 4H), 3.72 (m, 4H), 6.70 (m, 1H), 7.45 (complex, 6H), 7.80 (s, 1H), 8.20 (m, 2H). High Res. FAB MS: Theo. Mass=367.1336; measured mass=267.1337.

Sources & evidence

ORD record
ord-e2ba119496c349e9ac9259403dab9999
Source dataset
uspto-grants-2007_09
Patent number
US07265134B2

Reaction notes

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