2-(4-nitrophenoxycarbonyl)amino-5-phenylthiazole → 1-((Pyrrolidine-1-carbonyl)methyl)piperazine

HRID 915164Notes

Reaction equation

HRID 915164 reaction equation
[N+](C1C=CC(OC(NC2SC(C3C=CC=CC=3)=CN=2)=O)=CC=1)([O-])=O.C1(C2SC(NC(N[N:40]3[CH2:45][CH2:44][N:43]([CH2:46][C:47]([N:49]4[CH2:53][CH2:52][CH2:51][CH2:50]4)=[O:48])[CH2:42][CH2:41]3)=O)=NC=2)C=CC=CC=1>>[N:49]1([C:47]([CH2:46][N:43]2[CH2:42][CH2:41][NH:40][CH2:45][CH2:44]2)=[O:48])[CH2:50][CH2:51][CH2:52][CH2:53]1

Participants

3

Reactant 2

HCID 113822532-(4-nitrophenoxycarbonyl)amino-5-phenylthiazoleHCID 86760539HCID 86760539, compound

Product 1

HCID 1006141-((Pyrrolidine-1-carbonyl)methyl)piperazine

Procedure

In a manner identical to that described above in Scheme 2, from 200 mg (0.59 mmol) of 2-(4-nitrophenoxycarbonyl)amino-5-phenylthiazole and 117 mg (0.59 mmol) of 1-(pyrrolidinocarbonylmethyl)piperazine was obtained 12 as an amorphous white powder after lyophilization. H1 NMR (DMSO-d6): 1.82 (m, 2H), 1.94 (m, 2H), 3.13 (br m, 2H), 3.38 (complex, 6H), 3.52 (br m, 2H), 4.34 (br m, 2H), 7.28 (t, 1H), 7.41 (t, 2H), 7.56 (t, 2H), 7.78 (s, 1H), 10.14 (br s, 1H). High Res. FAB MS: Theo. Mass=400.1802; measured mass=400.1794.

Sources & evidence

ORD record
ord-e864987d5bcf482983e57758872b1d6f
Source dataset
uspto-grants-2007_09
Patent number
US07265134B2

Reaction notes

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