HCID 52951820, compound → HCID 66945606, compound

HRID 2273638Notes

Reaction equation

HRID 2273638 reaction equation
[I:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]([O:14]C1C=CC([N+]([O-])=O)=CC=1)=O)[CH:6]=[N:5]2.[CH2:24]([NH:26][CH2:27][CH2:28][NH:29]C(=O)C1C=CN=C(F)C=1)[CH3:25]>>[CH2:24]([NH:26][CH2:27][CH2:28][NH:29][C:12]([C:7]1[CH:6]=[N:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([I:1])[CH:3]=2)[N:8]=1)=[O:14])[CH3:25]

Participants

3

Reactant 2

HCID 52951820HCID 52951820, compoundHCID 58151992HCID 58151992, compound

Product 1

HCID 66945606HCID 66945606, compoundYield 92%

Procedure

This compound was prepared, starting from compound 24 (0.35 g, 0.83 mmol), according to the procedure developed for compound 36. Reaction time at room temperature: 28 h; the purification was performed using column chromatography (Al2O3, CH2Cl2/EtOH, 98/2, v/v) to give compound 54 (0.27 g, 0.76 mmol) as a beige solid. Yield 92%; Rf (Al2O3, CH2Cl2/EtOH, 98/2, v/v) 0.28; 1H NMR (200 MHz, CDCl3) δ 1.18 (t, 3H, J=7.1 Hz), 1.57 (se, 1H), 2.76 (q, 2H, J=7.1 Hz), 2.97 (t, 2H, J=6.1 Hz), 3.68 (q, 2H, J=6.0 Hz), 7.83 (d, 1H, J=8.8 Hz), 8.08 (dd, 1H, J=1.9, 8.8 Hz), 8.34 (m, 1H), 8.60 (d, 1H, J=1.9 Hz), 9.65 (s, 1H).

Workup

  1. customThis compound was prepared
  2. customReaction time at room temperature
  3. custom28 h
  4. customthe purification

Sources & evidence

ORD record
ord-04e629c5f8654ae69f52ccea83668766
Source dataset
uspto-grants-2015_09
Patent number
US09125937B2

Reaction notes

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