Ethanol → HCID 11633654, compound

HRID 1371556Notes

Reaction equation

HRID 1371556 reaction equation
FC(F)(F)C([NH:5][C:6]1[C:10]([C:11]2[S:12][C:13]([NH:16][C:17](=[O:30])[CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH2:26][CH2:27][CH2:28]Cl)[CH:20]=3)=[N:14][N:15]=2)=[N:9][O:8][N:7]=1)=O.[NH:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1.CCO>O>[N:33]1([CH2:28][CH2:27][CH2:26][O:25][C:21]2[CH:20]=[C:19]([CH2:18][C:17]([NH:16][C:13]3[S:12][C:11]([C:10]4[C:6]([NH2:5])=[N:7][O:8][N:9]=4)=[N:15][N:14]=3)=[O:30])[CH:24]=[CH:23][CH:22]=2)[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1

Participants

5

Reactant 3

HCID 702EthanolHCID 4837PiperazineHCID 21071305HCID 21071305, compound

Product 1

HCID 11633654HCID 11633654, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-Trifluoroacetyl-4-(5-(3-(3-chloro-propoxy)-phenylacetyl)amino-[1,3,4]thiadiazol-2-yl)-furazan-3-ylamine (0.05 g, 0.1 mmol), piperazine (0.035 g, 0.4 mmol) and EtOH (0.3 mL) were heated by microwave irradiation at 120° C. for 2×10 minutes. The reaction was diluted with water and purified by preparative HPLC. Yield: 0.03 g (33%). 1H-NMR (MeOD) δ 7.25 (t, 1H), 6.90–6.95 (m, 2H), 6.85 (d, 1H), 4.12 (t, 2H), 3.82 (s, 2H), 3.3.10–3.15 (m, 6H), 3.00 (t, 3H), 2.10–2.15 (m, 3H). LCMS 445.2 (M+1), HPLC Method B Rt 1.6 minutes.

Workup

  1. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-3c590f3cb9f541e7aefa04c62a27aa32
Source dataset
uspto-grants-2007_01
Patent number
US07157476B2

Reaction notes

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